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Books

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Publications

Pd-Catalyzed C–O Bond Formation: Coupling of Aryl Boronic Acids with O-Electrophiles

Vera A. Vil’; Yana A. Barsegyan; Beauty K. Chabuka; Alexey I. Ilovaisky; Igor V. Alabugin; Alexander O. Terent’ev

ACS Catalysis, 2025, 15, 3636–3646

https://doi.org/10.1021/acscatal.4c07285

225

Assembly of Pyrenes through a Quadruple Photochemical Cascade: Blocking Groups Allow Diversion from the Double Mallory Path to Photocyclization at the Bay Region

Nikolas R. Dos Santos; João Vitor Schober; Croix J. Laconsay; Alexandria M. Palazzo; Leah Kuhn; Angel Chu; Benjamin Hanks; Kenneth Hanson; Judy Wu; Igor V. Alabugin

Journal of the American Chemical Society , 2025, 147, 1074–1091

https://doi.org/10.1021/jacs.4c14486

224

FeCl2-Mediated Rearrangement of Aminoperoxides into Functionalized Tetrahydrofurans: Dynamic Non-innocence of O-Ligands at an Fe Center Coordinates a Radical Cascade

Ponomarev, A. V., Danilkina, N. A., Okuneva, J. S., Vidyakina, A. A., Khmelevskaya, E. A., Bunev, A. S., Rumyantsev, A. M., Govdi, A. I., Suarez, T., Alabugin, I. V., & Balova, I. A.

Journal of the American Chemical Society, 2025, 147, 965–977

https://doi.org/10.1021/jacs.4c14062

223

Facile synthesis of diiodoheteroindenes and understanding their Sonogashira cross-coupling selectivity for the construction of unsymmetrical enediynes

Ponomarev, A. V., Danilkina, N. A., Okuneva, J. S., Vidyakina, A. A., Khmelevskaya, E. A., Bunev, A. S., Rumyantsev, A. M., Govdi, A. I., Suarez, T., Alabugin, I. V., & Balova, I. A.

Org. Biomol. Chem., 2024, 22, 4096-4107

https://doi.org/10.1039/D4OB00530A

222

Structural insights to metal ion linked multilayers on metal oxide surfaces via energy transfer and polarized ATR measurements

Arcidiacono, A., Ruchlin, C., McLeod, G. M., Pattadar, D., Lindbom, S., Robb, A. J., Ayad, S., Dos Santos, N. R., Alabugin, I. V., & Saavedra, S. S.

J. Mater. Chem. A, 2024,

https://doi.org/10.1039/D4TA05156D

221

Differentiating Intra-Assembly and Interlayer Energy Transfer in Metal-Ion-Linked Molecular Multilayers

McLeod, G. M., Nolder, J., Arcidiacono, A., Lindbom, S., Dos Santos, N. R., Lambert, E. C., Ayad, S., Beery, D., Alabugin, I. V., & Hanson, K.

J. Phys. Chem. C, 2024, 128, 16861–16868

https://doi.org/10.1021/acs.jpcc.4c04033

220

The Photoredox Paradox: Electron and Hole Upconversion as the Hidden Secrets of Photoredox Catalysis

Alabugin, I. V., Eckhardt, P., Christopher, K. M., & Opatz, T.

J. Am. Chem. Soc., 2024, 146, 27233–27254

https://doi.org/10.1021/jacs.4c104227

219

Double Spin with a Twist: Synthesis and Characterization of a Neutral Mixed-Valence Organic Stable Diradical

Sentyurin, V. V., Levitskiy, O. A., Yankova, T. S., Grishin, Y. K., Lyssenko, K. A., Goloveshkin, A. S., Alabugin, I. V., & Magdesieva, T. V.

J. Am. Chem. Soc., 2024, 146, 26261–26274

https://doi.org/10.1021/jacs.4c08167

218

Unusual Cascade Reactions of 8-Acetoxy-6-hydroxymethyllimonene with Salicylic Aldehydes: Diverse Oxygen Heterocycles from Common Precursors

Ilyina, R. V., Patrusheva, O. S., Goltsova, V. V., Christopher, K. M., Gatilov, Y. V., Sidorenko, A. Yu., Agabekov, V. E., Salakhutdinov, N. F., Alabugin, I. V., & Volcho, K. P.

J. Org. Chem., 2024, 89, 11593–11606

https://doi.org/10.1021/acs.joc.4c01282

217

Discovery of Di(het)arylmethane and Dibenzoxanthene Derivatives as Potential Anticancer Agents

Smolobochkin, A., Niyazova, D., Gazizov, A., Syzdykbayev, M., Voloshina, A., Amerhanova, S., Lyubina, A., Neganova, M., Aleksandrova, Y., Babaeva, O., Voronina, J., Appazov, N., Sinyashin, O., Alabugin, I., Burilov, A., & Pudovik, M.

Int. J. Mol. Sci, 2024, 25, 6724

https://doi.org/10.3390/ijms25126724

216

Superelectrophilic Activation of Phosphacoumarins towards Weak Nucleophiles via Brønsted Acid Assisted Brønsted Acid Catalysis

Zalaltdinova, A., Sadykova, Y. M., Gazizov, A., Smailov, A. K., Syakaev, V. V., Gerasimova, D., Chugunova, E., Akylbekov, N., Zhapparbergenov, R. U., Appazov, N., Burilov, A. R., Pudovik, M. A., Alabugin, I., & Sinyashin, O. G.

Int. J. Mol. Sci, 2024, 25, 6327

https://doi.org/10.3390/ijms25126327

215

Superelectrophilic Activation of Phosphacoumarins towards Weak Nucleophiles via Brønsted Acid Assisted Brønsted Acid Catalysis

Zalaltdinova, A., Sadykova, Y. M., Gazizov, A., Smailov, A. K., Syakaev, V. V., Gerasimova, D., Chugunova, E., Akylbekov, N., Zhapparbergenov, R. U., Appazov, N., Burilov, A. R., Pudovik, M. A., Alabugin, I., & Sinyashin, O. G.

Int. J. Mol. Sci, 2024, 25, 6327

https://doi.org/10.3390/ijms25126327

214

Interrupted Dance of Five Heteroatoms: Reinventing Ozonolysis to Make Geminal Alkoxyhydroperoxides from C═N Bonds

Yaremenko, V. A., Fomenkov, D. I., Budekhin, R. A., Radulov, P. S., Medvedev, M. G., Krivoshchapov, N. V., He, L.-N., Alabugin, I. V., & Terent’ev, A. O.

J. Org. Chem., 2024, 89, 5699–5714

https://doi.org/10.1021/acs.joc.4c00233

213

Redox Upconversion and Electrocatalytic Cycles in Activation of Si–Si Bonds: Diverging Reactivity in Hole- and Electron-Catalyzed Transformations

Balycheva, V. A., Chabuka, B. K., Kuhn, L. R., Shangin, P. G., Akyeva, A. Y., Krylova, I. V., Korolev, V. A., Lalov, A. V., Egorov, M. P., Alabugin, I. V., & Syroeshkin, M. A.

J. Phys. Chem. C , 2024, 128, 4581–4599

https://doi.org/10.1021/acs.jpcc.4c00538

212

Tethering Three Radical Cascades for Controlled Termination of Radical Alkyne peri-Annulations: Making Phenalenyl Ketones without Oxidants

Hu, C., Kuhn, L., Makurvet, F. D., Knorr, E. S., Lin, X., Kawade, R. K., Mentink-Vigier, F., Hanson, K., & Alabugin, I. V.

J. Am. Chem. Soc. , 2024, 146, 14187–4211

https://doi.org/10.1021/jacs.3c13371

211

Two-Component versus Three-Component Condensations in the Race between Hydrazide, Triketone, and Hydrogen Peroxide-How do All Six Reactive Centers Cooperate to Incorporate the Most Diverse Set of Heteroatomic Bridges in a Tricyclic Frame?

Yaremenko, I. A., Belyakova, Y. Y., Radulov, P. S., Medvedev, M. G., Krivoshchapov, N. V., Alabugin, I. V., & Terent’ev, A. O.

J. Org. Chem. , 2023, 88, 13782–13795

https://doi.org/10.1021/acs.joc.3c01415

210

Chemistry: A Place to Publish Your Creative Multidisciplinary Research

Igor V. Alabugin

Chemistry , 2023, 5, 2677-2681

https://doi.org/10.3390/chemistry5040172

209

Bioinspired Fe(II)-Mediated Halogenative C−C Bond Activation of Ozonides: Temporary Installment of a Peroxide Bridge Allows Selective C−C Scissions for Replacement of a Carbonyl Group by a Halogen

Ivan A. Yaremenko, Yulia Yu. Belyakova, Arina A. Demina, Peter S. Radulov, Igor V. Alabugin, Alexander O. Terent'ev

Advanced Synthesis & Catalysis., 2023, 365, 4190-4197

https://doi.org/10.1002/adsc.202300881

208

An Unusual Rearrangement of Pyrylium Nitrate and Ring Opening/Recyclization Cascade: Formal CH-Activation and Anion-Anion Conversion without External Oxidants and Reductants

Alyona Starikova, Christina Unruh, Oleksii K. Dashutkin, and Ivan Andrii E. Glaschenko, M. Negranova, Y. Aleksandrov, N. H. B. Tran, A. Voloshina, M. Khrustaleva, N. T., Thu, E. Vinichenko, K. Visinho, D. Tuyshyev, A. Lyubitsa, S. Amerkhanova, A. Streliuk, J. Veremea, D. Ivanov, N., Zhappassarova, N., Agashov, B. Chabuka, K. Christopher, A. Butilkov, N. Salakhutdinov, O. Sinyashin, I. Alabugin

Molecules , 2023, 28, 7335

https://doi.org/10.3390/molecules28217335

207

Stereoelectronic Deprotection of Nitrogen”: Recovering Nucleophilicity with a Conformational Change

A.S. Gazizov, A. V. Smolobochkin, T. S. Rizbayeva, S. Z. Vatsadze, A. R. Burilov, O. G. Sinyashin, I. V. Alabugin

J. Org. Chem., 2023, 88, 6868-6877

https://doi.org/10.1021/acs.joc.3c00161

206

Photochemical Uncaging of Aldehydes and Ketones via Photocyclization/Fragmentation Cascades of Enyne Alcohols: An Unusual Application for a Cycloaromatization Process

A. Campbell, N. H. Dae Samira, I. V. Alabugin

Molecules, 2023, 28, 5704

https://doi.org/10.3390/molecules28155704

205

Hybrids of Sterically Hindered Phenols and Drug Ureas: Synthesis, Switch from Antioxidant Activity to ROS Generation and Inhibition of Amyloids

D. H. B. Tran, A. Voloshina, A. Khrustaleva, G. Budylova, M. Negranova, Y. Aleksandrov, N. H. Thu, E. Vinichenko, K. Visinho, D. Tuyshyev, A. Lyubitsa, S. Amerkhanova, A. Streliuk, J. Veremea, P. M. M. Sa, B. Chabuka, K. Christopher, A. Burilov, N. Salakhutdinov, O. Sinyashin, I. Alabugin

Int. J. Mol. Sci., 2023, 24, 12637

https://doi.org/10.3390/ijms241612637

204

Anticancer and Antiphytopathogenic Activity of Fluorinated Isatins and Their Water-Soluble Hydrazone Derivatives

A. Bogdanov, M. Negranova, Y. Aleksandrov, N. H. Thu, E. Vinichenko, K. Visinho, A. Voloshina, A. Khrustaleva, M. Negranova, Y. Aleksandrov, N. H. Thu, E. Vinichenko, K. Visinho, A. Voloshina, A. Khrustaleva, A. Lyubitsa, S. Amerkhanova, J. Litvinov, O. Tsivlitski, N. Avylbekov, R. Zhappassarov, Z. Valishina, A. Samorodov, I. Alabugin

Int. J. Mol. Sci., 2023, 24, 12115

https://www.mdpi.com/1422-0067/24/20/15119

203

Radical cascade in a three-component condensation in the race between hydrogen atom transfer and the hydrogen cation transfer

D. Armas Ávila, O. Musin, A. Devaraj, M. J. L. Castro, O. Borodin, D. A. D. Tuan, A. Yankovsky, Y. M. Milyukov, P. B. Radulovic, M. G. Marinkovic, N. V. Krovoshapko, I. V. Alabugin, A. O. Terentiev

J. Org. Chem., 2023, 88, 13765-13790

https://doi.org/10.3390/molecules28217335

202

Hole Catalysis of Cycloadditions: How to Activate and Control Distant Isomerization in Radical-Cationic Diels-Alder Reactions

B. Chabuka and I. V. Alabugin

J. Am. Chem. Soc., 2023, 145, 19354-19367

https://doi.org/10.1021/jacs.3c06106

201

Creating, Preserving, and Directing Carboxylate Radicals in Ni-Catalyzed C(sp3)–H Acyloxylation of Ethers, Ketones, and Alkanes with Diacyl Peroxides

Vera A. Vil', Vitalii A. Baranin, Linh Hien, Alexandro O. Terent'ev, and Igor V. Alabugin

Organometallics, 2023, 42, 2598–2612

https://doi.org/10.1021/acs.organomet.2c00663

200

Diverse Biological Activity of Benzofuran/Sterically Hindered Phenols Hybrids

E. Chigrinova, E. Gilladilina, K. Manilkiky, B. Buravliyev, M. Negranova, K. Visino, A. Rogachev, N. Avylbekov, H. Bao T. Nguyen, A. Voloshina, A. Lyubitsa, S. Amerkhanova, V. Syvalova, A. Burilov, N. Agashov, M. Zhmutsky, L. Kutlin, O. Sinyashin, I. Alabugin

Pharmaceuticals, 2023, 16, 499

https://www.mdpi.com/1424-8247/16/4/499

199

Design principles of the use of alkynes in radical cascades

C. Hu, J. Mena, I. V. Alabugin

Nature Reviews Chemistry, 2023,

https://doi.org/10.1038/s41570-023-00479-w

198

AIBN as an Electrophilic Reagent for Cyano Group Transfer

Quentin Elliott and Igor V. Alabugin

J. Org. Chem., 2023, 88, 2648-2654

https://doi.org/10.1021/acs.joc.2c02859

197

Two Paths to Oxidative C-H Amination Under Basic Conditions: A Theoretical Case Study Reveals Hidden Opportunities Provided by Electron Upconversion

Eckhardt, P., Elliott, Q., Alabugin, I. V., & Opatz, T.

ChemRxiv , 2022,

https://doi.org/10.1021/acs.joc.2c01634

199

Activation of O-Electrophiles via Structural and Solvent Effects: SN2@O Reaction of Cyclic Diacyl Peroxides with Enol Acetates

Vil', V. A., Gorlov, E. S., Shuingalieva, D. V., Kunitsyn, A. Y., Krivoshchapov, N. V., Medvedev, M. G., Alabugin, I. V., & Terent'ev, A. O.

J. Org. Chem., 2022, 87, 13980–13989

https://doi.org/10.1021/acs.joc.2c01634

198

A Special Issue in Honor of Professor Josef Michl

Alabugin, I., & Klán, P.

Chemistry , 2022, 4, 270-271

https://doi.org/10.3390/chemistry4020021

197

Design and Synthesis of Kekulè and Non-Kekulè Diradicaloids via the Radical Periannulation Strategy: The Power of Seven Clar's Sextets

Kuriakose, F., Commodore, M., Hu, C., Fabiano, C. J., Sen, D., Li, R. R., Bisht, S., Üngör, Ö., Lin, X., Strouse, G. F., Deprince, A. E., Lazenby, R. A., Mentink-Vigier, F., Shatruk, M., & Alabugin, I. V.

J. Am. Chem. Soc., 2022, 144, 23448–23464

https://doi.org/10.1021/jacs.2c09637

196

α-Methylstilbene Isomers: Relationship of Structure to Photophysics and Photochemistry

Krishnan, S. B., Clark, R. J., Lin, X., Dmitrenko, O., Hilinski, E. F., Kuhn, L. R., Alabugin, I. V., & Saltiel, J.

J. Phys. Chem. A, 2022, 126, 8976-8987

https://doi.org/10.1021/acs.jpca.2c06319

195

Calculation of O-Prostheticity via Structural and Solvent Effects: SPONRO Reaction of Cyclic Diacyl Peroxides with Enol Acetates

A. M. E. S. Garcia, O. V. Khovaivska, A. Yu. Bunyan, N. V. Krovoshapko, M. O. Mazovetz, I. V. Alabugin, A. O. Terent'ev

J. Org. Chem., 2022, 87, 9707-9717

10.1021/acs.joc.2c00870

194

Electron upconversion in reactions of 1,2,4-triazoline-3,5-dione*

Balycheva, V. A., Akyeva, A. Y., Saverina, E. A., Shangin, P. G., Krylova, I. V., Korolev, V. A., Egorov, M. P., Alabugin, I. V., & Syroeshkin, M. A.

Russian Chemical Bulletin, 2022, 71, 1614-1625

10.1007/s11172-022-3570-7

193

Cascade Assembly of Bridged N-Substituted Azaozonides: The Counterintuitive Role of Nitrogen Source Nucleophilicity

Yaremenko, I. A., Belyakova, Y. Y., Radulov, P. S., Novikov, R. A., Medvedev, M. G., Krivoshchapov, N. V., Alabugin, I. V., & Terent’ev, A. O.

Org. Lett., 2022, 24, 6587-6592

https://doi.org/10.1021/acs.orglett.2c02551

192

A Swiss Army knife for surface chemistry

I. V. Alabugin, C. Hu

Science, 2022, 377, 261-262

10.1126/science.abq2622

191

Two Paths to Oxidative C−H Amination Under Basic Conditions: A Theoretical Case Study Reveals Hidden Opportunities Provided by Electron Upconversion**

Eckhardt, P., Elliot, Q., Alabugin, I. V., & Opatz, T.

Chem. Eur. J., 2022, 28, e202201637

https://doi.org/10.1002/chem.202201637

190

Carboxylate as a Non-innocent L-Ligand: Computational and Experimental Search for Metal-Bound Carboxylate Radicals

Kuhn, L.; W. V. A. Baranin; V. A. Terent'ev; A. O. Alabugin, I. V. Org

Org. Lett., 2022, 24, 3617-3622

https://doi.org/10.1021/acs.orglett.2c01356

189

Localized Antiaromaticity Hot-spot Drives Reductive Dehydrogenative Cyclizations in Bis- and Mono-Helicenes

Zhou, Z., Egger, D. T., Hu, C., Pennachio, M., Zheng, W., Kawade, R. K., Üngör, Ö., Gershoni-Poranne, R., Petrukhina, M. A., & Alabugin, I. V.

ChemRxiv , 2022,

10.26434/chemrxiv-2022-c2g3w

188

Visible-Light-Driven Metal-Free C−H Functionalization: Access to New Bioactive Tetrahydroisoquinoline-Butenolide Hybrids via Domino Amine Oxidation/Vinylogous Mannich Reaction**

Kersting, L., Kuhn, L., Anokhin, M., Schuster, F., Häberli, C., Sambyal, S., Kumar, H. M. S., Keiser, J., Alabugin, I., & Tsogoeva, S. B.

ChemPhotoChem, 2022, 6,

https://doi.org/10.1002/cptc.202200109

187

3-Trifluoromethylbenzyne: Precise Orientation in Cycloaddition Reaction Enabled Regioselective Synthesis of Trifluoromethylated Benzenes

Takeyuki Iwata , Mizuki Hiyoshi , Takumi Fujiwara , Leah Kuhn , Igor V. Alabugin , Mitsuru Shindo

Synthesis, 2022, 54, 4971-4978

10.1055/a-1818-0576

186

Remote Stereoelectronic Effects in Pyridinium- and Oxoenium-Substituted Phenols: Discrepancies in Activation Properties Explained by Electrochemical Oxidation and Proton Transfer Reactivity

Anna Yu. Aksynia, Artem V. Karneshun, Katarina S. Valakh, Linh Hien, Evgeniya A. Saverina, Mikhail E. Malettin, Valery M. Pechenenko, Mikhail P. Egorov, Igor V. Alabugin, Stepan V. Volobyev, Yuri V. Tomilov

J. Org. Chem., 2022, 87, 5371–5384

https://doi.org/10.1021/acs.joc.2c00207

185

Inverse α-Effect as the Ariadne’s Thread on the Way to Tricyclic Aminoperoxides: Avoiding Thermodynamic Traps in the Labyrinth of Possibilities

A. A. Yamontova, Y. Yu. Bolyakina, P. S. Radulovi, Roman A. Novikov, M. G. Medvedev, N. V. Krovoshapko, A. A. Krayushkin, I. V. Alabugin, A. O. Terent'ev

J. Am. Chem. Soc., 2022, 144, 7567-7582

https://doi.org/10.1021/jacs.2c00406

184

Visible Light-driven Metal-free C-H Functionalization: Access to New Bioactive Tetrahydroisoquinoline-Butenolide Hybrids via Domino Amine Oxidation/Vinylogous Mannich Reaction

Kersting, L., Kuhn, L., Anokhin, M., Schuster, F., Häberli, C., Sambyal, S., Sampath Kumar, H. M., Keiser, J., Alabugin, I., Tsogoeva, S. B.

ChemRxiv , 2021,

10.26434/chemrxiv-2021-01hrg

184

New Heterocycles via an Intriguing Visible-Light-Promoted 5-endo-dig Cyclization

Alabugin, I. V.; Hu, C.

Chem. Catalysis, 2021,

183

Cascade Transformations of 1-R-Ethynyl-9,10-anthraquinones with Amidines: Expanding Access to Isoaporphinoid Alkaloids

Vasilevsky, S. F.; Klyatskaya, O. L.; Korolev, I. V.; Sorokina, D.; Baev, T. G.; Tolstikova, I. V.; Alabugin, I. V.

Molecules, 2021, 26, 6883-6896

https://doi.org/10.3390/molecules26226883

182

Expanding Stereoselectonic Limits of endo-tet Cyclizations: Synthesis of Benzylpiperazines from Donor–Acceptor Cyclopropanes

Vasilyeva, A. Yu.; Pichughin, N. K.; Ratmanova, I. A.; Andreev, M. N.; Ananikov, N. B.; Gudimchuk, V. B.; Ryabkov, I. I.; Levina, O. A.; Ivanova, I. V.; Trushkov, I. V.

J. Am. Chem. Soc., 2021, 143, 13952-13961

10.1021/jacs.1c06405

181

Anomeric Effect, Electrostatics, and Hyperconjugation: Lessons from a Classic Stereoelectronic Phenomenon

Alabugin, I. V.; Kuhn, N. V.; Krivoshchapov, P.; Metafly, M. G.; Medvedev, M.

Chem. Soc. Rev., 2021, 50, 10212-10252

10.1039/D1CS00175B

180

Resonance Force of Oxygen in Control of Chemical Reactivity: the Anomeric Effect is not Alone

Alabugin, I. V.; Kuhn, M. G.; Medvedev, N. V.; Krivoshchapov, V. A.; Vil, I. A.; Yaremenko, P.; Metafly, M.; Varte, A. O.; Terenin, M. A.; Zolotarev, A.

Chem. Soc. Rev., 2021, 50, 10253-10345

10.1039/D1CS00176K

179

Marriage of Peroxides and Nitrogen Heterocycles: Selective Three-Component Assembly, Peroxide-Preserving Rearrangement, and Stereoelectronic Source of Unusual Stability of Bridged Azaozonides

YYaremenko, I. A., Belyakova, Y. Y., Radulov, P. S., Novikov, R. A., Medvedev, M. G., Krivoshchapov, N. V., Korlyukov, A. A., Alabugin, I. V., Terent'ev, A. O.

J. Am. Chem. Soc., 2021, 143, 6634–6648

https://doi.org/10.1021/jacs.1c02249

178

Mapping C-H...M interactions in confined spaces: α-Cy(5)Au(I), Ag, Cu complexes reveal "contra-electrostatic H-bonds" masquerading as anagostic interactions

dos Passos Gomes, G.; Xu, G.; Zhu, X.; Chamoreau, L.-M.; Zhang, Y.; Bistri-Aslanoff, O.; Roland, S.; Alabugin, I. V.; Sollogoub, M.

Chem. Eur. J., 2021, 27, 8127-8142

https://doi.org/10.1002/chem.202100263

177

Rolling chaperone synthesis of the fluorescent protein Venus reveals the molecular basis of the final oxidation step

Venuti, H. S.; Ashena, B. L.; Grigorenko, T.; Harris, I. V.; Polyakov, G. D. P. Gomes, I. V. Alabugin, P. J. Hinterdorfer, A. Y. Narsimhan, D. O. Jones

Chem. Science, 2021, 12, 7735-7745

10.1039/D1SC01798A

176

How to Review a Paper

Alabugin, I. V.

ACS Chemical Health & Safety, 2021, 28, 14-18

https://doi.org/10.1021/acs.chas.0c00107

175

Chaso-catalytic sulfoxidation

Davidson, S. C.; Gomes, G. d. P.; Kuhn, L. V.; Alabugin, I. V.; Alabugin, A. R.; Kelteieva, N. C. O.; Tomlinson

Tetrahedron, 2021,

10.1016/j.tet.2021.132162

174

Antiaromaticity Gain Activates Tropone and Nonbenzenoid Aromatics as Normal-Electron-Demand Diels–Alder Dienes

Karas, L. J.; Campbell, A. T.; Alabugin, I. V.; Wu, J. I.

Org. Lett., 2020, 22, 7083-7087

10.1021/acs.orglett.0c02343

173

Oxidative Photocyclization of Aromatic Schiff Bases in Synthesis of Phenanthridines and Other Aza-PAHs

Kos, M.; Žádný, J.; Storch, J.; Církva, V.; Cuřínová, P.; Sýkora, J.; Císařová, I.; Kuriakose, F.; Alabugin, I. V.

Int. J. Mol. Sci., 2020, 21, 5868

10.3390/ijms21165868

172

Lithium Salt Dissociation in Diblock Copolymer Electrolyte Using Fourier Transform Infrared Spectroscopy

K. Kim, L. Kuhn, I. V. Alabugin, D. T. Hallinan Jr.

Frontiers in Energy Research, 2020,

171

How to Build Rigid Oxygen-Rich Tricyclic Heterocycles from Triketones and Hydrogen Peroxide: Control of Dynamic Covalent Chemistry with Inverse α-Effect

I. A. Yaremenko, P. S. Radulov, M. G. Medvedev, N. V. Krivoshchapov, Yu. Yu. Belyakova, A. A. Korlyukov, A. I. Ilovaisky, A. O. Terent'ev, I. V. Alabugin

J. Am. Chem. Soc, 2020, 142, 14588-14607

170

Determination of the pKa values of trans-Resveratrol by Singular Value Decomposition. Comparison with Theory

Zimányi, L.; Thekkan, S.; Eckert, B.; Condren, A. R.; Dmitrenko, O.; Kuhn, L. R.; Alabugin, I. V.; Saltiel, J.

J. Phys. Chem. A, 2020, 124, 6294-6302

10.1021/acs.jpca.0c04792

169

[1,5]-Sigmatropic Shifts Regulated by Built-in Frustration

Vidhani, D.; Gillett, J.; Cusido, J.; Alabugin, I.V.

J. Phys. Chem. A, 2020, 124, 6016-6028

168

Phenalenannulations: three-point double annulation reactions that convert benzenes into pyrenes

R. K. Kawade, C. Hu, N. R. Dos Santos, N. Watson, X. Lin, K. Hanson, I. V. Alabugin

Angew. Chem. Int. Ed., 2020, 59, 14352-14357

10.1002/anie.202006087

167

On the Impact of Excited State Antiaromaticity Relief in a Fundamental Benzene Photoreaction Leading to Substituted Bicyclo[3.1.0]hexenes

T. Slanina, R. Ayub, J. Toldo, J. Sundell, W. Rabten, M. Nicaso, I. V. Alabugin, I. Fernández Galván, A. Kumar Gupta, R. Lindh, A. Orthaber, R. Lewis, G. Grönberg, J. Bergman, H. Ottosson

J. Am. Chem. Soc, 2020, 142, 10942-10954

166

Synthesis of unstrained Criegee intermediates: inverse a-effect and other protective stereoelectronic forces can stop Baeyer-Villiger rearrangement of ω-hydroperoxy-ω-peroxylactones

V. A. Vil', Y. A. Barsegyan, L. Kuhn, M. V. Ekimova, E. A. Semenov, A. A. Korlyukov, A. O. Terent'ev, I. V. Alabugin

Chem. Science, 2020, 11, 5313-5322

165

Twofold π-Extension of Polyarenes via Double and Triple Radical Alkyne peri-Annulations: Radical Cascades Converging on the Same Aromatic Core

E. Gonzalez-Rodriguez, M. A. Abdo, G. dos Passos Gomes, S. Ayad, F. D. White, N. P. Tsvetkov, K. Hanson, I. V. Alabugin

J. Am. Chem. Soc, 2020, 142, 8352-8366

164

Testing the Limits of Radical-Anionic CH-Amination: a 10-Million-Fold Decrease in Basicity Opens a New Path to Hydroxyisoindolines via a Mixed C-N/C-O-Forming Cascade

Q. Elliott, G. Gomes, C. J. Evoniuk, I. V. Alabugin

Chem. Science, 2020, 11, 6539-6555

163

Negative charge as a lens for concentrating antiaromaticity in twisted polyaromatics: taking advantage of a pentagonal "defect" and helicene strain for reductive annulation

Z. Zhou, R. K. Kawade, Z. Wei, F. Kuriakose, R. Gershoni-Poranne, M. A. Petrukhina, I. V. Alabugin

Angew. Chem. Int. Ed, 2020, 59, 1256-1262

162

Controlled Evolution of the Cope Rearrangement: Transition from Concerted to Interrupted and Aborted Pericyclic Reactions Regulated by a Switch Built from an Intramolecular Frustrated Lewis Pair

Vidhani, D. V.; Alabugin, I. V.

J. Org. Chem., 2019, 84, 14844-14853

https://pubs.acs.org/doi/10.1021/acs.joc.9b02633

161

Strain and stereoelectronics in cycloalkyne click chemistry

Harris, T.; Alabugin, I. V.

Mendeleev Communications, 2019, 29, 237-248

https://www.sciencedirect.com/science/article/abs/pii/S095994361930104X

160

Peroxycarbenium ions as the "gatekeepers" in reaction design: assistance from inverse alpha-effect in three-component ß-alkoxy-ß-peroxylactones synthesis

Vil', V. A.; Barsegyan, Y. A.; Barsukov, D. V.; Korlyukov, A. A.; Alabugin, I. V.; Terent'ev, A. O.

Chemistry A European Journal, 2019, 63, 14460-14468

https://onlinelibrary.wiley.com/doi/full/10.1002/chem.201903752

159

Making Endo-Cyclizations Favorable Again: Conceptually New Synthetic Approach to Benzotriazoles via Azide Group Directed Lithiation/Cyclization of 2-Azidoaryl Bromides

Ageshina, A. A.; Chesnokov, G. A.; Topchiy, M. A.; Alabugin, I. V.; Nechaev, M. S.; Asachenko, A. F.

Org. Biomol. Chem., 2019, 17, 4523-4534

https://pubs.rsc.org/en/content/articlelanding/2019/ob/c9ob00615j

158

CO2 or SO2: Should It Stay, or Should It Go?

Gomes, G.; Wimmer, A.; Smith, J.; König, B.; Alabugin, I. V.

J. Org. Chem., 2019, 84, 6232-6243

https://pubs.acs.org/doi/10.1021/acs.joc.9b00503

157

Alkynes as synthetic equivalents of ketones and aldehydes: a hidden entry into carbonyl chemistry

Alabugin, I. V.; Gonzalez-Rodriguez, E.; Kawade, R. K.; Stepanov, A.; Vasilevsky, S. F.

Molecules, 2019, 24, 1036-1073

156

Stereoelectronic Influence of a "Spectator" Propargylic Substituent Can Override Aromaticity Effects in Radical Peri-cyclizations on Route to Expanded Polyaromatics

Hughes, A.; Gomes, G.; Alabugin, I. V.

J. Org. Chem., 2019, 84, 1853-1862

https://pubs.acs.org/doi/10.1021/acs.joc.8b02779

155

Upconversion of Reductants

Syroeshkin, M. A.; Kuriakose, F.; Saverina, E. A.; Timofeeva, V. A.; Egorov, M. P.; Alabugin, I. V.

Angew. Chem. Int. Ed., 2019, 57, 5532-5550

https://doi.org/10.1002/anie.201807247

154

Optimizing amine-mediated alkyne-allene isomerization to improve benzannulation cascades: synergy between theory and experiments

Gomes, G.; Morrison, A. E.; Dudley, G. B.; Alabugin, I. V.

Eur. J. Org. Chem., 2019, 512-518

https://onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201801052

153

Hyperconjugation

Alabugin, I. V.; Gomes, G.; Abdo, M. A.

WIREs: Comput. Mol. Sci., 2019, 9, e1389

https://doi.org/10.1002/wcms.1389

152

Five roads that converge at the cyclic peroxy-Criegee intermediates: BF3-catalyzed synthesis of ß-hydroperoxy-ß-peroxylactones

Vil', V. A.; Gomes, G. P.; Ekimova, M. V.; Lyssenko, K. A.; Syroeshkin, M. A.; Nikishin, G. I.; Alabugin, I. V.; Terent'ev, A. O.

J. Org. Chem., 2018, 83, 13427-13445

https://pubs.acs.org/doi/10.1021/acs.joc.8b02218

151

Isonitriles as Stereoelectronic Chameleons: The Donor-Acceptor Dichotomy in Radical Additions

Gomes, G.; Loginova, Y.; Vatsadze, S. Z.; Alabugin, I. V.

J. Am. Chem. Soc., 2018, 140, 14272-14288

https://pubs.acs.org/doi/abs/10.1021/jacs.8b08513

150

Alkyne Origami: Folding Oligoalkynes into Polyaromatics

Alabugin, I. V.; Gonzalez-Rodriguez, E.

Acc. Chem. Res., 2018, 51, 1206-1219

https://pubs.acs.org/doi/10.1021/acs.accounts.8b00026

149

Ozone-Free Synthesis of Ozonides: Assembling Bicyclic Structures from 1,5-Diketones and Hydrogen Peroxide

Yaremenko, I.; Gomes, G.; Radulov, P.; Belyakova, Y.; Vilikotskiy, A.; Vil', V.; Korlyukov, A.; Nikishin, G.; Alabugin, I. V.; Terent'ev, A. O.

J. Org. Chem., 2018, 83, 4402-4426

https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b00130

148

Radical Alkyne Peri-annulations for Synthesis of Functionalized Phenalenes, Benzanthrenes, and Olympicene

Tsvetkov, N. P.; Gonzalez-Rodriguez, E.; Hughes, A.; dos Passos Gomes, G.; White, F. D.; Kuriakose, F.; Alabugin, I. V.

Angew. Chem. Int. Ed., 2018, 57, 3651-3655

http://onlinelibrary.wiley.com/doi/10.1002/anie.201712783/pdf

147

Interrupted Baeyer-Villiger Rearrangement: Building A Stereoelectronic Trap for the Criegee Intermediate

Vil', V. A.; dos Passos Gomes, G.; Bityukov, O. V.; Lyssenko, K. A.; Nikishin, G. I.; Alabugin, I. V.; Terent'ev, A. O.

Angew. Chem. Int. Ed., 2018, 57, 3372-3376

http://onlinelibrary.wiley.com/doi/10.1002/ange.201712651/pdf

146

Photochemical activation of enediyne warheads: A potential tool for targeted antitumor therapy

Bhattacharya, P.; Basak, A.; Campbell, A. T.; Alabugin, I. V.

Molecular Pharmaceutics, 2018, 15, 768-797

https://pubs.acs.org/doi/abs/10.1021/acs.molpharmaceut.7b00911

145

Coupling C-H activation, N-H deprotonation and oxidation: metal-free C(sp3)-H aminations with unprotected anilines

Evoniuk, C. J.; Gomes, G. P.; Hill, S.; Satoshi, F.; Hanson, K.; Alabugin, I. V.

J. Am. Chem. Soc., 2017, 139, 16210-16221

http://pubs.acs.org/doi/pdf/10.1021/jacs.7b07519

144

Coupling C-H activation, N-H deprotonation and oxidation: metal-free C(sp3)-H aminations with unprotected anilines

Evoniuk, C. J.; Gomes, G. P.; Hill, S.; Satoshi, F.; Hanson, K.; Alabugin, I. V.

J. Am. Chem. Soc., 2017, 139, 16210-16221

http://pubs.acs.org/doi/pdf/10.1021/jacs.7b07519

144

Substituent effects on stereoselectivity of dihalocarbene reactions with cyclohexadiene and on the reactivity of bis-dihalocyclopropanes in electrophilic nitrations on route to pyrimidine N-oxides

Sedenkova, K. N.; Averina, E. B.; Grishin, Y. K.; Kolodyazhnaya, J. V.; Rybakov, V. B.; Kuznetsova, T. S.; Hughes, A.; Gomes, G. P.; Alabugin, I. V.; Zefirov, N. S.

Org. Biom. Chem., 2017, 15, 9433-9441

http://pubs.rsc.org/en/Content/ArticleLanding/2017/OB/C7OB02463K

143

Twisted chiral cyclodecynes and remote activation of click reactivity

Harris, T.; Gomes, G. P.; Ayad, S.; Clark, R.; Lobodin, V. V.; Tuscan, M.; Hanson, K.; Alabugin, I. V.

Chem, 2017, 3, 629-640

http://www.cell.com/chem/abstract/S2451-9294(17)30318-2

142

Organocatalyzed Synthesis of Fluorinated Poly(aryl thioethers)

Park, N. H.; Gomes, G. P.; Fevre, M.; Jones, G. O.; Alabugin, I. V.; Hedrick, J. L.

Nature Communications, 2017, 8, 166

https://www.nature.com/articles/s41467-017-00186-3.epdf

141

Electrochemical behavior of N-oxyphthalimides: Cascades initiating self-sustaining catalytic reductive N-O bond cleavage

Syroeshkin, M. A.; Krylov, I. B.; Hughes, A. M.; Alabugin, I. V.; Nasybullina, D. V.; Sharipov, M. Yu.; Gultyai, V. P.; Terent'ev, A. O.

J. Phys. Org. Chem., 2017, e3744

https://doi.org/10.1002/poc.3744

140

Stereoelectronic Interactions as a Probe for the Existence of the Intramolecular alpha-Effect

Juaristi, E.; Gomes, G. P.; Terent'ev, A. O.; Notario, R.; Alabugin, I. V.

J. Am. Chem. Soc., 2017, 139, 10799-10813

http://pubs.acs.org/doi/abs/10.1021/jacs.7b05367

139

Formaldehyde-Extruding Homolytic Aromatic Substitution via C->O Transposition: Evolution of a Contaminating Side-Reaction to Traceless-Linker access to Congested Biaryl Bonds

Poonptana, P.; Gomes, G. P.; Hurrle, T.; Chardon, K.; Brase, S.; Masters, K-S.; Alabugin, I. V.

Chem. Eur. J., 2017, 23, 9091-9097

http://onlinelibrary.wiley.com/doi/10.1002/chem.201700085/epdf

138

Cyclooctyne

Harris, T.; Alabugin, I. V.

e-EROS Encyclopedia of Reagents for Organic Synthesis, 2017, 1-3

10.1002/047084289X.rn02079

137

Photoredox-Initiated Radical Cascades Enabling Collective Synthesis of 33 Natural Products

Alabugin, I. V.; Harris, T.

Chem, 2017, 2, 753-755

http://www.sciencedirect.com/science/article/pii/S2451929417302334

136

Stereoelectronic Control in the Ozone-Free Synthesis of Ozonides

Gomes, G. P.; Yaremenko, I. A.; Radulov, P. S.; Novikov, R. A.; Chernyshev, V. V.; Korlyukov, A. A.; Nikishin, G. I.; Alabugin, I. V.; Terent'ev, A. O.

Angew. Chem. Int. Ed., 2017, 56, 4955-4959

http://onlinelibrary.wiley.com/doi/10.1002/anie.201610699/full

135

Changing the path of least resistance, or access to endo-dig products via a sequence of three exo-trig transition states: electronic effects in homoallyic ring expansion cascades of alkenyl isonitriles

Gomes, G. P.; Evoniuk, C.; Ly, M.; Alabugin, I. V.

Org. Biomol. Chem., 2017, 15, 4135-4143

http://pubs.rsc.org/en/content/articlelanding/2014/OB/C7OB00527J

134

Coupling radical homoallylic expansions with C-C fragmentations for the synthesis of heteroaromatics: Quinolines from reactions of o-alkenylarylisonitriles with aryl, alkyl and perfluoroalkyl radicals

Evoniuk, C.; Gomes, G. P.; Ly, M.; White, F.; Alabugin, I. V.

J. Org. Chem., 2017, 82, 4265-4278

http://pubs.acs.org/doi/pdf/10.1021/acs.joc.7b00262

133

Drawing Catalytic Power from Charge Separation: Stereoelectronic and Zwitterionic Assistance in the Au(I)-Catalyzed Bergman Cyclization

Gomes, G. P.; Alabugin, I. V.

J. Am. Chem. Soc., 2017, 139, 3406-3416

http://pubs.acs.org/doi/abs/10.1021/jacs.6b11054

132

Full Cleavage of C≡C Bond in Electron-Deficient Acetylenes Via Reaction with Ethylenediamine

Vasilevsky, S. F.; Davydova, M. P.; Mamatyuk, V. I.; Tsvetkov, N.; Hughes, A.; Baranov, D. S.; Alabugin, I. V.

Aust. J. Chem., 2017, 70, 421-429

https://doi.org/10.1071/CH17026

131

Stereoelectronic Chameleons: The Donor-Acceptor Dichotomy of Functional Groups

Vatsadze, S. Z.; Loginova, Y. D.; Gomes, G.; Alabugin, I. V.

Chem. Eur. J., 2017, 23, 3225-3245

http://dx.doi.org/10.1002/chem.201603491

130

Regioselective One-pot Synthesis of Triptycenes via Triple-Cycloadditions of Arynes to Ynolates

Umedu, S.; Gomes, G. P.; Sakae, M.; Yoshinaga, T.; Matsumoto, K.; Iwata, T.; Alabugin, I. V.; Shindo, M.

Angew. Chem. Int. Ed., 2017, 56, 1298-1302

http://onlinelibrary.wiley.com/doi/10.1002/anie.201609111/full

129

Orbital Crossings Activated Through Electron Injection: Opening Communication between Orthogonal Orbitals in Anionic C1-C5 Cyclizations of Enediynes

Peterson, P.; Shevchenko, N.; Breiner, B.; Manoharan, M.; Lufti, F.; Delaune, J.; Kingsley, M.; Kovnir, K.; Alabugin, I. V.

J. Am. Chem. Soc., 2016, 138, 15617-15628

http://pubs.acs.org/doi/abs/10.1021/jacs.6b08540

128

Alkynes as Linchpins for the Additive Annulation of Biphenyls: Convergent Construction of Functionalized Fused Helicenes

Mohamed, R. K.; Mondal, S.; Guerrera, J. V.; Eaton, T. M.; Albrecht-Schmitt, T. E.; Shatruk, M.; Alabugin, I. V.

Angew. Chem. Int. Ed., 2016, 55, 12054-12058

http://onlinelibrary.wiley.com/doi/10.1002/anie.201606330/abstract

127

Combining Traceless Directing Groups with Hybridization Control of Radical Reactivity: from Skipped Enynes to Defect-Free Hexagonal Frameworks

Pati, K.; Gomes, G.; Alabugin, I. V.

Angew. Chem. Int. Ed., 2016, 55, 11633-11636

http://onlinelibrary.wiley.com/doi/10.1002/anie.201605799/abstract

126

Optimizing Protonation States for Selective Double Strand DNA Photocleavage in Hypoxic Tumors: pH-Gated Transitions of Lysine Dipeptides

Kaya, K.; Roy, S.; Nogues, J. C.; Echeverri, J. C. R.; Sokolikj, Z.; Zorio, D. A. R.; Alabugin, I. V.

J. Med. Chem., 2016, 59, 8634-8647

https://pubs.acs.org/doi/abs/10.1021/acs.jmedchem.6b01164

125

Domino Fragmentations in Traceless Directing Groups of Radical Cascades: Evidence for the Formation of Alkoxy Radicals via C-O Scission

Harris, T.; Gomes, G.; Clark, R. J.; Alabugin, I. V.

J. Org. Chem., 2016, 81, 6007-6017

http://pubs.acs.org/doi/full/10.1021/acs.joc.6b01052

124

Double C-H Amination by Consecutive SET Oxidations

Evoniuk, C. J.; Hill, S. P.; Hanson, K.; Alabugin, I. V.

Chem. Commun., 2016, 52, 7138-7141

http://pubs.rsc.org/en/content/articlelanding/2016/cc/c6cc03106d

123

Gold(I)-catalyzed allenyl Cope rearrangement: evolution from asynchronicity to trappable intermediates assisted by stereoelectronic switching

Vidhani, D.; Krafft, M.; Alabugin, I. V.

J. Am. Chem. Soc., 2016, 138, 2769-2779

http://pubs.acs.org/doi/abs/10.1021/jacs.5b12920

122

Fused Catechol Ethers from Gold(I)-Catalyzed Intramolecular Reaction of Propargyl Ethers with Acetals

Pati, K.; Gomes, G.; Harris, T.; Alabugin, I. V.

Org. Lett., 2016, 18, 928-931

http://pubs.acs.org/doi/abs/10.1021/acs.orglett.5b03522

121

The Baldwin Rules: Revised and Extended

Gilmore, K.; Mohamed, R. K.; Alabugin, I. V.

WIREs Comput. Mol. Sci., 2016, 6, 487-514

120

Oxidized derivatives of n-hexane from a water/argon continuous flow electrical discharge plasma reactor

Bresch, S.; Wandell, R.; Wang, H.; Alabugin, I. V.; Locke, B.

Plasma Chemistry and Plasma Processing, 2015, 36, 553-584

http://link.springer.com/article/10.1007/s11090-015-9686-x

119

The Missing C1-C5 Cycloaromatization Reaction: Triplet State Antiaromaticity Relief and Self-terminating Photorelease of Formaldehyde for Synthesis of Fulvenes from Enynes

Mohamed, R. K.; Mondal, S.; Jorner, K.; Faria Delgado, T.; Ottosson, H.; Alabugin, I. V.

J. Am. Chem. Soc., 2015, 137, 15441-15450

http://pubs.acs.org/doi/abs/10.1021/jacs.5b07448

118

Stereoelectronic source of the anomalous stability of bis-peroxides

Gomes, G. P.; Vil', V.; Terent'ev, A.; Alabugin, I. V.

Chem. Sci., 2015, 6, 6783-6791

http://pubs.rsc.org/en/content/articlepdf/2015/sc/c5sc02402a

117

Reaction of α,β-alkynylketones with β-amino alcohols: pseudoephedrine-assisted cleavage of triple bond via formal internal redox process

Vasilevsky, S. F.; Davydova, M. P.; Mamatuyk, V. I.; Pleshkova, N. V.; Fadeev, D. S.; Alabugin, I. V.

Mendeleev Communications, 2015, 25, 377-379

http://www.sciencedirect.com/science/article/pii/S0959943615001790

116

Synthesis of Functionalized Phenanthrenes via Selective Oxidative Radical Cyclization

Pati, K.; Michas, C.; Allenger, D.; Piskun, I.; Coutros, P. S.; Gomes, G. P.; Alabugin, I. V.

J. Org. Chem., 2015, 80, 11706-11717

http://pubs.acs.org/doi/full/10.1021/acs.joc.5b01014

115

Coupling cyclizations with fragmentations for the preparation of heteroaromatics: a new route to quinolines from o-alkenyl arylisocyanides

Evoniuk, C. J.; Ly, M.; Alabugin, I. V.

Chem. Commun., 2015, 51, 12831-12834

http://pubs.rsc.org/en/content/articlepdf/2015/CC/C5CC04391C

114

Alkenes as Alkyne Equivalents in Radical Cascades Terminated by Fragmentations: Overcoming Stereoelectronic Restrictions on Ring Expansions For the Preparation of Expanded Polyaromatics

Mohamed, R.; Mondal, S.; Gold, B.; Evoniuk, C. J.; Banerjee, T.; Hanson, K.; Alabugin, I. V.

J. Am. Chem. Soc., 2015, 137, 6335-6349

http://pubs.acs.org/doi/abs/10.1021/jacs.5b02373

113

UV and Sunlight Driven Photoligation of Quantum Dots: Understanding the Photochemical Transformation of the Ligands

Aldeek, F.; Hawkins, D.; Palomo, V.; Safi, M.; Palui, G.; Dawson, P. E.; Alabugin, I. V.; Mattoussi, H.

J. Am. Chem. Soc., 2015, 137, 2704-2714

http://pubs.acs.org/doi/full/10.1021/ja512802x

112

Conformational Flexibility of Fused Tetracenedione Propellers Obtained from One-Pot Reductive Dimerization of Acetylenic Quinones

Vasilevsky, S. F.; Baranov, D. S.; Mamatyuk, V. I.; Fadeev, D. S.; Gatilov, Y. V.; Stepanov, A. A.; Vasilieva, N. V.; Alabugin, I. V.

J. Org. Chem., 2015, 80, 1618-1631

http://pubs.acs.org/doi/abs/10.1021/jo502543b

111

Traceless Directing Groups in Radical Cascades: From Oligoalkynes to Fused Helicenes without Tethered Initiators

Pati, K.; Gomes, G. P.; Harris, T.; Hughes, A.; Phan, H.; Banerjee, T.; Hanson, K.; Alabugin, I. V.

J. Am. Chem. Soc., 2015, 137, 1165-1180

http://dx.doi.org/10.1021/ja510563d

110

Opening Enediyne Scissors Wider: pH-Dependent DNA Photocleavage by meta-Diyne Lysine Conjugates

Kaya, K.; Johnson, M.; Alabugin, I. V.

Photochemistry and Photobiology, 2015, 91, 748-758

http://onlinelibrary.wiley.com/doi/10.1111/php.12412/pdf

109

Orbital Hybridization: a Key Electronic Factor in Control of Structure and Reactivity

Alabugin, I. V.; Bresch S.; Gomes, G. P.

J. Phys. Org. Chem., 2015, 28, 147-162

http://onlinelibrary.wiley.com/doi/10.1002/poc.3382/abstract

108

Click chemistry on diterpenes: anti-inflammatory activity of the acetylenic derivatives of levopimaric acid and products of their transformations

Vasilevsky, S. F.; Baranov, D. S.; Govdi, A. I.; Sorokina, I. V.; Tolstikova, T. G.; Tolstikov, G. A.; Alabugin, I. V.

ARKIVOC, 2014, 2014, 145-157

http://dx.doi.org/10.3998/ark.5550190.p008.471

107

Rerouting Radical Cascades: Intercepting the Homoallyl Ring Expansion in Enyne Cyclizations via C-S Scission

Mondal, S.; Gold, B.; Mohamed, R.; Phan, H.; Alabugin, I. V.

J. Org. Chem., 2014, 79, 7491-7501

https://pubs.acs.org/doi/pdf/10.1021/jo5012043

106

Alkynyl Crown Ethers as a Scaffold for Hyperconjugative Assistance in Non-catalyzed Azide-Alkyne Click Reactions: Ion Sensing through Enhanced Transition State Stabilization

Gold, B.; Batsomboon, P.; Dudley, G. B.; Alabugin, I. V.

J. Org. Chem., 2014, 79, 6221-6232

https://pubs.acs.org/doi/abs/10.1021/jo500958n

105

Hybridization Trends for Main Group Elements and Expanding the Bent's Rule Beyond Carbon: More than Electronegativity

Alabugin, I. V.; Bresch S.; Manoharan, M.

J. Phys. Chem., 2014, 118, 3663-3677

https://pubs.acs.org/doi/abs/10.1021/jp502472u

104

Synthesis of Substituted Biaryls Through Gold-Catalyzed Petasis-Ferrier Rearrangement of Propargyl Ethers

Pati, K.; Alabugin, I. V.

Eur. J. Org. Chem., 2014, 19, 3986-3990

https://onlinelibrary.wiley.com/doi/10.1002/ejoc.201402469/abstract

103

A CO2 Cloak for the Cyanide Dagger

Alabugin, I. V.; Mohamed, R.

Science, 2014, 344, 45-46

http://www.sciencemag.org/content/344/6179/45.full

102

Design of Leaving Groups in Radical C-C Fragmentations: Through-Bond 2c-3e Interactions in Self-Terminating Radical Cascades

Mondal, S.; Gold, B.; Mohamed, R. K.; Alabugin, I. V.

Chem. Eur. J., 2014, 20, 8664-8669

http://onlinelibrary.wiley.com/doi/10.1002/chem.201402843/abstract

101

Formation of Alcohols and Carbonyl Compounds from Hexane and Water in a Liquid Film Plasma Reactor

Wandell, R. J.; Bresch S.; Hsieh K.; Alabugin, I. V.; Locke B. R.

IEEE Transactions on Plasma Science, 2014, 42, 1195-1205

100

Mechanistic Insights into the Rh(I)-Catalyzed Propargyl Claisen/Prototropic Rearrangement Cascade: Stereoelectronic Role of Trans-Effect on the Pericyclic Process and a Shift from Homogeneous to Heterogeneous Catalysis During a One-Pot Reaction

Vidhani, D. V.; Krafft, M. E.; Alabugin, I. V.

J. Org. Chem., 2014, 79, 352-364

http://pubs.acs.org/doi/full/10.1021/jo402505f

99

Exo-Dig Radical Cascades of Skipped Enediynes: Building a Naphthalene Moiety within a Polycyclic Framework

Pati, K.; Hughes, A. M.; Phan, H.; Alabugin, I. V.

Chem. Eur. J., 2014, 20, 390-393

http://onlinelibrary.wiley.com/doi/10.1002/chem.201304092/abstract

98

Finding the right path: Baldwin "Rules for Ring Closure" and stereoelectronic control of cyclizations

Alabugin, I. V.; Gilmore, K.

Chem. Commun., 2013, 49, 11246-11250

http://pubs.rsc.org/en/content/articlehtml/2013/cc/c3cc43872d

97

Drawing from a pool of radicals for the design of selective enyne cyclizations

Mondal, S.; Mohamed, R. K.; Manoharan, M.; Phan, H.; Alabugin, I. V.

Org. Lett., 2013, 15, 5650-5653

http://pubs.acs.org/doi/abs/10.1021/ol4028072

96

Concerted Reactions that Produce Diradicals and Zwitterions: Electronic, Steric, Conformational and Kinetic Control of Cycloaromatization Processes

Mohamed, R. K.; Peterson, P. W.; Alabugin, I. V.

Chem. Rev., 2013, 7089-7129

http://dx.doi.org/10.1021/cr4000682

95

Stereocontrolled synthesis of (E, Z)-dienals via tandem Rh(I)-catalyzed rearrangement of propargyl vinyl ethers

Vidhani, D. V.; Krafft, M. E.; Alabugin, I. V.

Org. Lett., 2013, 15, 4462-4465

http://dx.doi.org/10.1021/ol4019985

94

"Two functional groups in one package": designing cascade transformations of alkynes

Alabugin, I. V.; Gold, B.

J. Org. Chem., 2013, 78, 7777-7784

http://pubs.acs.org/doi/abs/10.1021/jo401091w

93

Stereoelectronic Umpolung: Converting a p-Donor into a σ-Acceptor via Electron Injection and a Conformational Change

Peterson, P. W.; Shevchenko, N.; Alabugin, I. V.

Org. Lett., 2013, 15, 2238

http://pubs.acs.org/articlesonrequest/AOR-3EcXR7Src3nze8eT72kg

92

How to Lose a Bond in Two Ways: The Diradical/Zwitterion Dichotomy in Cycloaromatization Reactions

Peterson, P. W.; Mohamed, R. K.; Alabugin, I. V.

Eur. J. Org. Chem., 2013, 2013, 2505-2527

http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201201656/abstract

91

Combining ligand design with photo-ligation to provide compact, colloidally stable and easy to conjugate quantum dots

Zhan, N.; Palui, G.; Grise, H.; Tang, H.; Alabugin, I.; Mattoussi, H.

ACS Applied Materials & Interfaces, 2013, 5, 2861-2869

http://pubs.acs.org/doi/abs/10.1021/am302788q

90

Moderating strain without sacrificing reactivity: Design of fast and tunable non-catalyzed alkyne-azide cycloadditions via stereoelectronically controlled transition state stabilization

Gold, B.; Dudley, G. B.; Alabugin, I. V.

J. Am. Chem. Soc., 2013, 135, 1558-1569

http://pubs.acs.org/doi/abs/10.1021/ja3114196

89

Gold (I)-Catalyzed Propargyl Claisen Rearrangement: Catalytic Pathways from Higher Energy Au(I)-Substrate Complexes and Reactant Deactivation via Unproductive Complexation

Vidhani, D. V.; Cran, John W.; Krafft, M. E.; Alabugin, I. V.

Org. Biomol. Chem., 2013, 11, 1624-1630

http://pubs.rsc.org/en/content/articlelanding/2012/OB/C2OB27231H

88

Convenient, Ambient Temperature Generation of Sulfonyl Radicals for Addition to Alkynes

Gilmore, K.; Gold, B.; Clark, R.; Alabugin, I. V.

Aust. J. Chem., 2013, 66, 336-340

http://www.publish.csiro.au/?act=view_file&file_id=CH12499.pdf

87

Gold(I)-Catalyzed Claisen Rearrangement of Allenyl Vinyl Ethers: Missing Transition States Revealed through Evolution of Aromaticity, Au(I) as an Oxophilic Lewis Acid, and Lower Energy Barriers from a High Energy Complex

Vidhani, D. V.; Cran, John W.; Krafft, M. E.; Manoharan, M.; Alabugin, I. V.

J. Org. Chem., 2013, 78, 2059-2073

http://pubs.acs.org/doi/abs/10.1021/jo302152j

86

Divergent Cyclizations of 1-R-Ethynyl-9,10-anthraquinones: Use of Thiourea as a "S2-" Equivalent in an "Anchor-Relay" Addition Mediated by Formal C-H Activation

Baranov, D.; Gold, B.; Vasilevsky, S.; Alabugin, I. V.

J. Org. Chem., 2013, 78, 2074-2082

http://pubs.acs.org/doi/pdf/10.1021/jo302146r

85

Reinvestigation of "Single-Crystal X-ray Structure of 1,3-dimethylcyclobutadiene"

Shatruk, M.; Alabugin, I. V.

Chemistry - Eur. Journal, 2013, 19, 4942-4945

http://onlinelibrary.wiley.com/doi/10.1002/chem.201103017/abstract

84

Unusual Radical Cyclizations

Alabugin, I. V.; Gilmore, K.

Encyclopedia of Radicals in Chemistry, Biology and Materials, 2012, 693-728

83

Enediyne photochemistry

Alabugin, I. V.; Yang, W.-Y.; Pal, R.

CRC Handbook of Organic Photochemistry and Photobiology, 2012,

82

Polyaromatic Ribbon-Benzofuran Fusion via Consecutive Endo Cyclizations of Enediynes

Byers, P. M.; Rashid, J. I.; Mohamed, R. K.; Alabugin, I. V.

Org. Lett., 2012, 14, 6032-6035

http://dx.doi.org/10.1021/ol302922t

81

Photo-Induced Phase Transfer of Luminescent Quantum Dots to Aqueous Media

Palui, G.; Avellini, T.; Zhan, N.; Pan, F.; Gray, D.; Alabugin, I. V.; Mattoussi, H.

J. Am. Chem. Soc., 2012, 134, 16370-16378

http://pubs.acs.org/doi/pdf/10.1021/ja306621n

80

Strain Control in Nucleophilic Cyclizations: Reversal of exo-Selectivity in Cyclizations of Hydrazides of Acetylenyl Carboxylic Acids by Annealing to a Pyrazole Scaffold

Vasilevsky, S. F.; Gold, B.; Mikhailovskaya, T. F.; Alabugin, I. V.

J. Phys. Org. Chem., 2012, 25, 998-1005

http://onlinelibrary.wiley.com/doi/10.1002/poc.2990/pdf

79

Rapid Access to New Bioconjugates of Betulonic Acid via Click Chemistry

Vasilevsky, S. F.; Govdi, A. I.; Sorokina, I. V.; Tolstikova, T. G.; Baev, D. S.; Tolstikov, G. A.; Mamatuyk, V. I.; Alabugin, I. V.

Bioorganic and Medicinal Chemistry Lett., 2011, 21, 62-65

https://doi.org/10.1016/j.bmcl.2010.11.072

63

Urea as a Solvent and Reagent for the Addition/Cyclization/Fragmentation Cascades Leading to 2-R-7H-dibenzo[de,h]quinolin-7-one Analogues of Aporphinoid Alkaloids

Baranov, D.S.; Vasilevsky, S. F.; Gold, B.; Alabugin, I. V.

RSC Adv., 2011, 1, 1745-1750

71

Chameleonic reactivity of vicinal diazonium salt of acetylenyl-9,10-antraquinones: Synthetic application towards two heterocyclic targets

Stepanov, A.A.; Gornostaev, L. M.; Vasilevsky, S. F.; Arnold, E. V.; Mamatyuk, V.I.; Fadeev, D.S.; Gold, B.; Alabugin, I. V.

J. Org. Chem, 2011, 76, 8737-8748

70

Dissecting Alkynes: Full Cleavage of Polarized C≡C Moiety via Sequential Bis-Michael Addition/Retro-Aldol Cascade

Roy, S.; Davydova, M. P.; Pal, R.; Gilmore, K.; Tolstikov, G. A.; Vasilevsky, S. F.; Alabugin, I. V.

J. Org. Chem., 2011, 76, 7482-7490

69

Cyclizations of Alkynes: Revisiting Baldwin's Rules for Ring Closure

Gilmore, K.; Alabugin, I. V.

Chem. Rev., 2011, 111, 6513-6556

68

Rules for Anionic and Radical Ring Closure of Alkynes

Alabugin, I. Gilmore, K.; Manoharan, M.

J. Am. Chem. Soc., 2011, 133, 12608-12623

67

Fine-tuning alkyne cycloadditions: Insights into photochemistry responsible for the double-strand DNA-cleavage via structural perturbations in diaryl alkyne conjugates

Yang, W.-Y.; Marrone, S. A.; Minors, N.; Zorio, D. A. R.; Alabugin, I. V.

Beilst. J. Org. Chem., 2011, 7, 813-823

66

Radical O→C Transposition: a Metal-Free Process for Conversion of Phenols into Benzoates and Benzamides

Baroudi, A.; Alicea, J.; Flack, P.; Kirincich, J.; Alabugin, I. V.

J. Org. Chem, 2011, 76, 1521-37

65

Hyperconjugation

Alabugin, I. V.; Gilmore, K.; Peterson, P.

WIREs Comput. Mol. Sci., 2011, 1, 109-141

64

On the "Single-Crystal X-ray Structure of 1,3-dimethylcyclobutadieneby Confinement in a Crystalline Matrix"

Alabugin, I. V.; Gold, B.; Shatruk, M.; Kovnir, K.

Science, 2010, 330, 1047

For comments and discussion - 10.1126/science.1188002

62

Fast Oxy-Cope Rearrangements of Bis-Alkynes: Competition with Central C-C bond Fragmentation and Incorporation in Tunable Cascades Diverging from a Common bis-Allenic Intermediate

Pal, R.; Clark, R. J.; Manoharan, M.; Alabugin, I. V.

J. Org. Chem., 2010, 75, 8689-8692

https://doi.org/10.1021/jo101838a

61

Metal-Free Transformation of Phenols into Substituted Benzamides: A Highly Selective Radical 1,2-O,C transposition in O-Aryl-N-phenyl-thiocarbamates

Baroudi, A.; Flack, P.; Alabugin, I. V.

Chemistry Eur. Journal, 2010, 16, 12316-12320

https://doi.org/10.1002/chem.201002303

60

Intracellular DNA Damage by Lysine-Acetylene Conjugates

Yang, W.-Y.; Cao, Q.; Callahan, C.; Galvis, C.; Sang, A. Q.-X.; Alabugin, I. V.

Journal of Nucleic Acids, 2010, Article ID 931394

https://doi.org/10.4061/2010/931394

59

Radical 1,2-O,C Transposition for Conversion of Phenols into Benzoates via O-Neophyl Rearrangement/Fragmentation Cascade

Baroudi, A.; Alicea, J.; Alabugin, I. V.

Chemistry Eur. Journal, 2010, 16, 7683-7687

https://doi.org/10.1002/chem.201001056

58

Conformationally Gated Fragmentations and Rearrangements Promoted by Interception of the Bergman Cyclization through Intramolecular H-Abstraction: A Possible Mechanism of Auto-Resistance to Natural Enediyne Antibiotics?

Baroudi, A.; Mauldin, J.; Alabugin, I. V.

J. Am. Chem. Soc., 2010, 133, 967-979

https://doi.org/10.1021/ja905100u

57

Single Molecule Conductance of Bipyridyl Ethynes: The Role of Surface Binding Modes

Velizhanin, K. A.; Zeidan, T. A.; Alabugin, I. V.; Smirnov, S.

J. Phys. Chem. A, 2010, 114, 14189-14193

https://doi.org/10.1021/jp9083579

56

Efficient Synthesis of the Betulonic Acid-Acetylene Hybrids and Their Hepatoprotective and Anti-Inflammatory Activity

Vasilevsky, S. F.; Govdi, A. I.; Shults, E. E.; Shakirov, M. M.; Tolstikov, G. A.; Alabugin, I. V.

Bioorganic & Medicinal Chemistry, 2009, 17, 5164-5169

https://doi.org/10.1016/j.bmc.2009.05.059

55

Tuning Selectivity of Anionic Cyclizations: Competition between 5-Exo- and 6-Endo-dig Closures of Hydrazides of o-Acetylenyl Benzoic Acids and Based-catalyzed Fragmentation/Recyclization of the Initial 5-Exo-Dig Products

Vasilevsky, S. F.; Mikhailovskaya, T. F.; Mamatyuk, V. I.; Bogdanchikov, G. A.; Manoharan, M.; Alabugin, I. V.

J. Org. Chem., 2009, 74, 8106-8117

https://doi.org/10.1021/jo901551g

54

An Unexpected Rearrangement which Disassembles Alkyne Moiety Through Formal Nitrogen Atom Insertion between Two Acetylenic Carbons and Related Cascade Transformations: New Approach to Sampagine Derivatives and Polycyclic Aromatic Amides

Vasilevsky, S. F.; Baranov, D. S.; Mamatyuk, V. I.; Gatilov, Y. V.; Alabugin, I. V.

J. Org. Chem., 2009, 74, 6143-6150

https://doi.org/10.1021/jo9008904

53

C-Lysine Conjugates: pH-Controlled Light-Activated Reagents for Efficient Double Stranded DNA Cleavage with Implications for Cancer Therapy

Breiner, B.; Kovalenko, S. V.; Ben, C.; Singh, M.; LeGrand, S. N.; Sang, A. Q.-X.; Strouse, G. F.; Copland, J. A.; Alabugin, I. V.

J. Am. Chem. Soc., 2009, 131, 11458-11470

https://doi.org/10.1021/ja902140m

52

Synthesis of the First Acetylene Derivatives of Betulonic Acid

Vasilevsky, S. F.; Govdi, A. I.; Shult'ts, E. E.; Shakirov, M. M.; Alabugin, I. V.; Tolstikov, G. A.

Proc. Russ. Acad. Sci. (Doklady Chemistry), 2009, 424, 631-635

10.1134/S0012500809020050

51

Radical Cascade Transformations of Tris-(o-aryleneethynylenes) into Substituted Benzo[a]indeno[2,1-c]fluorenes

Alabugin, I. V.; Gilmore, K.; Patil, S.; Manoharan, M.; Kovalenko, S. V.; Clark, R. J.; Ghiviriga, I.

J. Am. Chem. Soc., 2008, 130, 11535-11545

https://doi.org/10.1021/ja8038213

50

In Search of Efficient 5-Endo-dig Cyclization of a Carbon-Centered Radical: 40 Years from a Prediction to Another Success for the Baldwin Rules

Alabugin, I. V.; Timokhin, V. I.; Abrams, J. N.; Manoharan, M.; Ghiviriga, I.; Abrams, R.

J. Am. Chem. Soc., 2008, 130, 10984-10995

https://doi.org/10.1021/ja801478n

49

Synthetic And Mechanistic Aspects Of Cross-Coupling Of Nitroxyl Radicals Of 3-Imidazoline Series With Terminal Alkynes

Vasilevsky, S. F.; Krivenko, O. L.; Gorelik, V. R.; Alabugin, I. V.

Tetrahedron, 2008, 64, 8807-8814

https://doi.org/10.1016/j.tet.2008.06.088

48

Organochalcogen Multication Species

Nenajdenko, V. G.; Shevchenko, N. E.; Balenkova, E. S.; Alabugin, I. V.

Handbook of Chalcogen Chemistry, 2007, 1, 417-453

https://doi.org/10.1039/9781849737456-00382

47

Electronic Effects in Cycloaromatization Reactions: The Melting Pot of Theory and Experiment

Alabugin, I. V.; Breiner, B.; Manoharan, M.

Advances in Physical Organic Chemistry, 2007, 42, 1-35

https://doi.org/10.1016/S0065-3160(07)42001-9

46

DNA Damage-Site Recognition by Lysine Conjugates

Breiner, B.; Schlatterer, J. C.; Kovalenko, S. V.; Greenbaum, N. L.; Alabugin, I. V.

Proc. Natl. Acad. Sci., 2007, 104, 13016-13021

https://doi.org/10.1073/pnas.0705701104

45

Oxidative coupling of alkynes mediated by nitroxyl radicals under Sonogashira conditions and Pd-free catalytic approach to stable radicals of 3-imidazoline family with triple bonds

Vasilevsky, S. F.; Krivenko, O. L.; Alabugin, I. V.

Tetrahedron Lett., 2007, 48, 8246-8249

https://doi.org/10.1016/j.tetlet.2007.09.031

44

Substituted Anilines: The Tug-Of-War between Pyramidalization and Resonance Inside and Outside of Crystal Cavities

Alabugin, I. V.; Manoharan, M.; Buck, M.; Clark, R. J.

THEOCHEM, 2007, 813, 21-27

https://doi.org/10.1016/j.theochem.2007.02.016

43

Unmasking of aminoanthroquinone moiety through a ring-opening in the presence of copper salts and a subsequent cross-coupling/recyclization cascade

Vasilevsky, S. F.; Gornostaev, L. M.; Stepanov, A. A.; Arnold, E. V.; Alabugin, I. V.

Tetrahedron Lett., 2007, 48, 1867-1870

https://doi.org/10.1016/j.tetlet.2006.12.129

42

Rehybridization as a General Mechanism for Maximizing Chemical and Supramolecular Bonding and a Driving Force for Chemical Reactions

Alabugin, I. V.; Manoharan, M.

J. Comp. Chem., 2007, 28, 373-390

https://doi.org/10.1002/jcc.20524

41

Protected 32P-Labels in Deoxyribonucleotides: Investigation of Sequence Selectivity of DNA Photocleavage by Enediyne-, Fulvene-, and Acetylene-Lysine Conjugates

Breiner, B.; Schlatterer, J. C.; Kovalenko, S. V.; Greenbaum, N. L.; Alabugin, I. V.

Angew. Chem. Int. Ed., 2006, 45, 3666-3670

https://doi.org/10.1002/anie.200504479

40

Ortho Effect in the Bergman Cyclization: Electronic and Steric Effects in Hydrogen Abstraction by 1-Substituted Naphthalene 5,8-Diradicals

Pickard IV, F. C.; Shepherd, R. L.; Gillis, A. E.; Dunn, M. E.; Feldgus, S.; Kirschner, K. N.; Shields, G. C.; Manoharan, M.; Alabugin, I. V.

J. Phys. Chem. A, 2006, 110, 2517-2526

https://doi.org/10.1021/jp0562835

39

Ortho Effect in the Bergman Cyclization: Comparison of Experimental Approaches and Dissection of Cycloaromatization Kinetics

Zeidan, T.; Kovalenko, S. V.; Manoharan, M.; Alabugin, I. V.

J. Org. Chem., 2006, 71, 962-975

https://doi.org/10.1021/jo0520801

38

Ortho Effect in the Bergman Cyclization: Interception of p-Benzyne Intermediate by Intramolecular Hydrogen Abstraction

Zeidan, T.; Manoharan, M.; Alabugin, I. V.

J. Org. Chem., 2006, 71, 954-961

https://doi.org/10.1021/jo051857n

37

Two Photon Excitation of Substituted Enediynes

Kauffman, J. F.; Turner, J. M.; Alabugin, I. V.; Breiner, B.; Kovalenko, S. V.; Badaeva, E. A.; Masunov, A.; Tretiak, S.

J. Phys. Chem. A, 2006, 110, 241-251

https://doi.org/10.1021/jp056127y

36

Thermodynamic and Strain Effects in the Competition Between 5-Exo-dig and 6-Endo-dig Cyclizations of Vinyl and Aryl Radicals

Alabugin, I. V.; Manoharan, M.

J. Am. Chem. Soc., 2005, 127, 12583-12594

https://doi.org/10.1021/ja052677y

35

Triplet acetylenes as Synthetic Equivalents of 1,2-Dicarbenes. II. New Supramolecular Scaffolds from Photochemical Cycloaddition of Diarylacetylenes to 1,4-Cyclohexadienes

Zeidan, T.; Clark, R. J.; Kovalenko, S. V.; Ghiviriga, I.; Alabugin, I. V.

Chemistry Eur. Journal, 2005, 11, 4953-4962

34

5-Endo-dig Cyclizations – the "Poor Cousins" of the Radical Cyclization Family

Alabugin, I. V.; Manoharan, M.

J. Am. Chem. Soc., 2005, 127, 9534-9545

https://doi.org/10.1021/ja050976h

33

Lysine-Enediyne Conjugates as Photochemically Triggered DNA Double-Strand Cleavage Agents

Kovalenko, S. V.; Alabugin, I. V.

Chem. Comm., 2005, 11, 1444-1446

https://doi.org/10.1039/B417012A

32

Triplet acetylenes as Synthetic Equivalents of 1,2-Dicarbenes. Phantom n,p* State Controls Reactivity in Triplet Photocycloaddition

Zeidan, T.; Kovalenko, S. V.; Manoharan, M.; Clark, R. J.; Ghiviriga, I.; Alabugin, I. V.

J. Am. Chem. Soc., 2005, 127, 4270-4285

https://doi.org/10.1021/ja043803l

31

Synthesis of Selectively Deuterated Fulvenes and Indenes from Enediynes

Peabody, S.; Breiner, B.; Kovalenko, S. V.; Patil, S.; Alabugin, I. V.

Org. Biomol. Chem., 2005, 3, 218-221

https://doi.org/10.1039/B417493N

30

Effect of Double Hyperconjugation on the Apparent Donor Ability of s-Bonds: Insights From the Relative Stability of d-Substituted Cyclohexyl Cations

Alabugin, I. V.; Manoharan, M.

J. Org. Chem., 2004, 69, 9011-9024

https://doi.org/10.1021/jo048287w

29

Blue-Shifted and Red-Shifted Hydrogen Bonds in Hypervalent Rare-Gas FRg-HY Sandwiches

Alabugin, I. V.; Manoharan, M.; Weinhold, F.

J. Phys. Chem. A., 2004, 108, 4720

https://doi.org/10.1021/jp049723l

28

5-Exo-dig Radical Cyclization of Enediynes: The First Synthesis of Tin-Substituted Benzofulvenes

Kovalenko, S. V.; Peabody, S.; Manoharan, M.; Clark, R. J.; Alabugin, I. V.

Org. Lett., 2004, 6, 2457-2460

https://doi.org/10.1021/ol049122c

27

Homoanomeric Effects in Saturated Heterocycles

Alabugin, I. V.; Manoharan, M.; Zeidan, T. A.

J. Am. Chem. Soc., 2003, 125, 14014-14031

https://doi.org/10.1021/ja037304g

26

Control of Kinetics and Thermodynamics of [1,5]-Shifts by Aromaticity: A View Through the Prism of Marcus Theory

Alabugin, I. V.; Manoharan, M.; Breiner, B.; Lewis, F.

J. Am. Chem. Soc., 2003, 125, 9329-9342

https://doi.org/10.1021/ja035729x

25

The Electronic Basis of Improper Hydrogen Bonding: A Subtle Balance of Hyperconjugation and Rehybridization

Alabugin, I. V.; Manoharan, M.; Peabody, S.; Weinhold, F.

J. Am. Chem. Soc., 2003, 125, 5973-5987

https://doi.org/10.1021/ja034656e

24

Radical-Anionic C1-C5 and C1-C6 Cyclizations of Enediynes: Remarkable Substituent Effects in Cyclorearomatization Reactions

Alabugin, I. V.; Manoharan, M.

J. Am. Chem. Soc., 2003, 125, 4495-4509

23

1,2-Dications in Organic Main Group Systems

Nenajdenko, V. G.; Shevchenko, N. E.; Balenkova, E. S.; Alabugin, I. V.

Chem. Rev., 2003, 103, 229-282

https://doi.org/10.1021/cr0000628

22

Reactant Destabilization in the Bergman cyclization and Rational Design of Light and pH-Activated Enediynes

Alabugin, I. V.; Manoharan, M.

J. Phys. Chem. A, 2003, 107, 3363-3371

https://doi.org/10.1021/jp026754c

21

C1-C5 Photochemical Cyclization of Enediynes

Alabugin, I. V.; Kovalenko, S. V.

J. Am. Chem. Soc., 2002, 124, 9052-9053

https://doi.org/10.1021/ja026630d

20

Tuning Rate of the Bergman Cyclization of Benzannelated Enediynes with Ortho Substituents

Alabugin, I. V.; Manoharan, M.; Kovalenko, S. V.

Org. Letters, 2002, 4, 1119-1122

https://doi.org/10.1021/ol0255054

19

Stereoelectronic Effects and General Trends in Hyperconjugative Acceptor Ability of σ Bonds

Alabugin, I. V.; Zeidan, T. A.

J. Am. Chem. Soc., 2002, 124, 3175-3185

https://doi.org/10.1021/ja012633z

18

Stereoelectronic interactions in cyclohexane, 1,3-dioxane, 1,3-oxathiane and 1,3-dithiane: W-effect, σC-X ↔ σ*C-H interactions, anomeric effect - what is really important?

Alabugin, I. V.

J. Org. Chem., 2000, 65, 3910-3919

https://doi.org/10.1021/jo991622+

17

Energy Distribution and Redistribution and Chemical Reactivity. The Generalized Delta Overlap-Density Method for Ground State and Electron Transfer Reactions. A New Quantitative Counterpart of Electron Pushing

Zimmerman, H. E.; Alabugin, I. V.

J. Am. Chem. Soc., 2001, 123, 2265-2270

https://doi.org/10.1021/ja002402c

16

Energy Distribution and Redistribution and Chemical Reactivity. Mechanistic and Exploratory Organic Photochemistry

Zimmerman, H. E.; Alabugin, I. V.

J. Am. Chem. Soc., 2000, 122, 952-953

https://doi.org/10.1021/ja9933801

15

Exploratory and Theoretical Host-Guest Photochemistry. Control of Reactivity with Host Variation and Theoretical Treatment with Stress Shaped Reaction Cavity

Zimmerman, H. E.; Alabugin, I. V.; Smolenskaya, V. N.

Tetrahedron, 2000, 56, 6821-6831

https://doi.org/10.1016/S0040-4020(00)00504-4

14

Dramatic Effects of Crystal Morphology on Solid State Reaction Course. Control by Crystal Disorder. Mechanistic and Exploratory Organic Photochemistry

Zimmerman, H. E.; Alabugin, I. V.; Chen, W.; Zhu, Z.

J. Am. Chem. Soc., 1999, 121, 11930-11931

https://doi.org/10.1021/ja992208u

13

Phosphorus-Containing Allenes - Structure and Reactions with Electrophilic Reagents (Review)

Alabugin, I. V.; Brel, V. K.

Russ. Chem. Rev., 1997, 66, 225-245

12

Oxidative Properties of Triflic Anhydride - Oxidation of Alcohols and Sulfides

Nenajdenko, V. G.; Vertelezkij, P. V.; Koldobskij, A. B.; Alabugin, I. V.; Balenkova, E. S.

J. Org. Chem., 1997, 62, 2483-2486

https://doi.org/10.1021/jo9620270

11

Synthesis of Heterocyclic and Acyclic Derivatives of 1,2-Alkadienylphosphonic Acids Using Potassium Dichloroiodate(I)

Alabugin, I. V.; Sereda, G. A.; Abramkin, E. V.; Brel, V. K.; Zyk, N. V.; Zefirov, N. S.

J. Org. Chem (Russ.), 1996, 32, 1400-1403

9

SO3-Mediated Reaction of Phenylselenenylamide with 1,2-Alkadienylphosphonates

Alabugin, I. V.; Brel, V. K.; Zyk, N. V.; Zefirov, N. S.

Russian Chemical Bulletin, 1996, 45, 739-740

https://doi.org/10.1007/BF01435823

8

S-Tosylthiosufenylamides as Electrophilic Sulfosulfenylating Reagents

Zyk, N. V.; Beloglazkina, E. K.; Alabugin, I. V.; Kutateladze, A. G.; Zefirov, N. S.

Moscow State University Bulletin (Ser.2, Chemistry), 1996, 31, 68-71

7

Interaction of 3-Methyl-1,2-Butadienylphosphonic Acid Dichloride with SCl2

Alabugin, I. V.; Brel, V. K.

Journal of General Chemistry (Russia), 1995, 65, 1670-1672

6

Interaction of Potassium Dichloroiodate(I) with 1,2-Alkadienylphosphonic Acids Derivatives

Alabugin, I. V.; Sereda, G. A.; Abramkin, E. V.; Brel, V. K.; Zyk, N. V.; Zefirov, N. S.

Proceedings of Russian Academy of Science (Doklady Akademii Nauk), 1995, 345, 487-489

5

Molecular-Structure of Crystalline Product and Stereochemistry of Addition of 5,5-Dimethyl-2-Methoxy-2-Oxo-4-Chlorothio-1,2-Oxaphosphol-3-Ene to Cyclohexene

Chekhlov, A. N.; Alabugin, I. V.; Brel, V. K.; Zefirov, N. S.

Proceedings of Russian Academy of Science (Doklady Akademii Nauk), 1994, 335, 753-756

4

Electrophilic Sulfamatoselenenation of Olefins

Zyk, N. V.; Alabugin, I. V.; Kutateladze, A. G.; Kice, J. L.; Zefirov, N. S.

Proceedings of Russian Academy of Science (Doklady Akademii Nauk), 1994, 337, 208-210

3

Alkenylsulfenylchlorides - Synthesis and AdE Reactions of 2-Alkoxy-2-Oxo-3-R-4-Chlorothio-1,2-Oxaphosphol-3-Enes

Alabugin, I. V.; Brel, V. K.; Chekhlov, A. N.; Zefirov, N. S.; Stang, P. J.

Tetrahedron Letters, 1994, 35, 8275-8278

https://doi.org/10.1016/0040-4039(94)88301-7

2

Synthesis of 2-Alkoxy-5,5-Dimethyl-4-Chlorothio-1,2-Oxaphosphol-3-Enes

Alabugin, I. V.; Brel, V. K.; Zefirov, N. S.

Journal of General Chemistry (Russia), 1993, 63, 2387-2389

https://doi.org/10.1002/chin.199443217

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