Photoredox Activation of Organozinc Reagents: Barbier-Type Reaction of Alkyl Halides with α-(Trifluoromethyl)styrenes

A. A. Gladkov, G. N. Chernov, V. V. Levin, V. A. Kokorekin, A. D. Dilman

Org. Lett. 2021, 23, 9645-9648

https://doi.org/10.1021/acs.orglett.1c03917

Boron Chelates Derived from N-Acylhydrazones as Radical Acceptors: Photocatalyzed Coupling of Hydrazones with Carboxylic Acids

I. A. Dmitriev, V. V. Levin, A. D. Dilman

Org. Lett. 2021, 23, 8973-8977

https://doi.org/10.1021/acs.orglett.1c03501

Photocatalytic Atom-Transfer Radical Addition of Activated Chlorides to Alkenes

V. S. Kostromitin, A. A. Zemtsov, V. V. Levin, A. D. Dilman

Adv. Synth. Catal. 2021, 363, 5336–5340

https://doi.org/10.1002/adsc.202101047

Synthesis of Difluoroalkylated Heteroarenes via Difluorocarbene

A. L. Trifonov, A. D. Dilman

Org. Lett. 2021, 23, 6977–6981

https://doi.org/10.1021/acs.orglett.1c02603

One-pot synthesis of α-trifluoromethylstyrenes from aryl ketones and the Ruppert–Prakash reagent

V. V. Levin, A. D. Dilman

Mendeleev Commun. 2021, 31, 684–685

https://doi.org/10.1016/j.mencom.2021.09.030

Radical Functionalization of Geminal Difluoroalkenes

M. O. Zubkov, M. D. Kosobokov, A. D. Dilman

Russ. J. Org. Chem. 2021, 57, 1017–1035

https://doi.org/10.1134/S1070428021070010

Reaction of (bromodifluoromethyl)trimethylsilane with HMPA: Structural studies

V. I. Supranovich, A. D. Volodin, A. A. Korlyukov, J. Hu, A. D. Dilman

J. Fluorine Chem. 2021, 250, 109881

https://doi.org/10.1016/j.jfluchem.2021.109881

Generation of Alkyl Radicals from Thiols via Zinc Thiolates: Application for the Synthesis of gem-Difluorostyrenes

V. I. Supranovich, V. V. Levin, V. A. Kokorekin, A. D. Dilman

Adv. Synth. Cat. 2021, 363, 2888–2892

https://doi.org/10.1002/adsc.202100088

Light-Mediated Sulfur–Boron Exchange

L. I. Panferova, A. D. Dilman

Org. Lett. 2021, 23, 3919-3922

https://doi.org/10.1021/acs.orglett.1c01080

Photoredox Catalyzed Dealkylative Aromatic Halogen Substitution with Tertiary Amines

D. L. Lipilin, A. E. Frumkin, A. Y. Tyurin, V. V. Levin, A. D. Dilman

Atom-transfer radical addition of fluoroalkyl bromides to alkenes via a photoredox/copper catalytic system

V. S. Kostromitin, A. A. Zemtsov, V. A. Kokorekin, V. V. Levin, A. D. Dilman

Chem. Commun. 2021, 57, 5219-5222

https://doi.org/10.1039/D1CC01609A

Visible-Light-Promoted Reversible Sulfide/Iodide Exchange in Fluoroalkyl Sulfides Enabled by Electron Donor-Acceptor Complex Formation

B. A. van der Worp, M. D. Kosobokov, A. D. Dilman

ChemPhotoChem 2021, 5, 565-57

https://doi.org/10.1002/cptc.202100042

All-carbon phosphoranes via difluorocarbene trapping

V. O. Smirnov, A. D. Volodin, A. A. Korlyukov, A. D. Dilman

Chem. Commun. 2021, 57, 4823-4826

https://doi.org/10.1039/D1CC01075A

Photoredox Fluoroalkylation of Hydrazones in Neutral and Reductive Modes

B. A. van der Worp, M. D. Kosobokov, V. V. Levin, A. D. Dilman

Adv. Synth. Cat. 2021, 363, 1152-1158

https://doi.org/10.1002/adsc.202001381

Synthesis of Trifluoromethylated Dithiocarbamates via Photocatalyzed Substitution Reaction: Pentafluoropyridine as Activating Reagent

A. A. Zemtsov, S. S. Lunkov, V. V. Levin, A. D. Dilman

Eur. J. Org. Chem. 2021, 1007-1010

https://doi.org/10.1002/ejoc.202001572

Using the Thiyl Radical for Aliphatic Hydrogen-Atom Transfer: Thiolation of Unactivated C-H Bonds

L. I. Panferova, M. O. Zubkov, V. A. Kokorekin, V. V. Levin, A. D. Dilman

Angew. Chem. Int. Ed. 2021, 60, 2849–2854

https://doi.org/10.1002/anie.202011400

Alkene homologation via visible light promoted hydrophosphination using triphenylphosphonium triflate

V. V. Levin, A. D. Dilman

Chem. Commun. 2021, 57, 749–752

https://doi.org/10.1039/D0CC07025D

Synthesis of tetrafluorinated piperidines from nitrones via a visible-light-promoted annelation reaction

V. I. Supranovich, I. A. Dmitriev, A. D. Dilman

Beilstein J. Org. Chem. 2020, 16, 3104–3108

https://doi.org/10.3762/bjoc.16.260

Fluoroalkyl sulfides as photoredox-active coupling reagents for alkene difunctionalization

M. D. Kosobokov, M. O. Zubkov, V. V. Levin, V. A. Kokorekin, A. D. Dilman

Chem. Commun. 2020, 56, 9453–9456

https://doi.org/10.1039/D0CC04617E

ortho-Dialkylamino arylboranes as efficient reagents for difluorocarbene trapping

E. A. Ilin, V. O. Smirnov, A. D. Volodin, A. A. Korlyukov, A. D. Dilman

Chem. Commun. 2020, 56, 7140–7142

https://doi.org/10.1039/D0CC02567D

Visible-Light-Promoted Iododifluoromethylation of Alkenes via (Phosphonio)difluoromethyl Radical Cation

A. L. Trifonov, L. I. Panferova, V. V. Levin, V. A. Kokorekin, A. D. Dilman

Org. Lett. 2020, 22, 2409-2413

https://doi.org/10.1021/acs.orglett.0c00604

Trapping of Difluorocarbene by Frustrated Lewis Pairs

V. O. Smirnov, A. D. Volodin, A. A. Korlyukov, A. D. Dilman

Angew. Chem. Int. Ed. 2020, 59, 12428–1243

https://doi.org/10.1002/anie.202001354

Photoredox Fluoroalkylation of Arylidene and Alkylidene Amidrazones

V. I. Supranovich, G. N. Chernov, V. V. Levin, A. D. Dilman

Eur. J. Org. Chem. 2020, 393-396

https://doi.org/10.1002/ejoc.201901672

A novel photoredox-active group for the generation of fluorinated radicals from difluorostyrenes

M. O. Zubkov, M. D. Kosobokov, V. V. Levin, V. A. Kokorekin, A. A. Korlyukov, J. Hu, A. D. Dilman

Chem. Sci. 2020, 11, 737-741

https://doi.org/10.1039/C9SC04643G

Photoredox-catalyzed silyldifluoromethylation of silyl enol ethers

V. I. Supranovich, V. V. Levin, A. D. Dilman

Beilstein J. Org. Chem. 2020, 16, 1550-1553

https://doi.org/10.3762/bjoc.16.126

Visible-Light-Mediated Organocatalyzed Thiol-Ene Reaction Initiated by a Proton-Coupled Electron Transfer

V. V. Levin, A. D. Dilman

J. Org. Chem. 2019, 84, 8337-8343

https://doi.org/10.1021/acs.joc.9b01331

Light-Mediated Dual Phosphine-/Copper-Catalyzed Atom Transfer Radical Addition Reaction

O. V. Fedorov, S. I. Scherbinina, V. V. Levin, A. D. Dilman

J. Org. Chem. 2019, 84, 11068-11079

https://doi.org/10.1021/acs.joc.9b01649

Synthesis of tetrafluorinated tetrahydroquinolines via photoredox catalysis

V. I. Supranovich, A. D. Dilman

Mendeleev Commun., 2019, 29, 515–516

https://doi.org/10.1016/j.mencom.2019.09.012

Interaction of difluoromethylene phosphobetaine with heteroatom-centered electrophiles

A. L. Trifonov, L. I. Panferova, V. V. Levin, A. D. Volodin, A. A. Korlyukov, A. D. Dilman

J. Fluorine Chem. 2019, 220, 78–82

https://doi.org/10.1016/j.jfluchem.2019.02.008

Photoredox Reaction of 2-Mercaptothiazolinium Salts with Silyl Enol Ethers

A. A. Zemtsov, S. S. Ashirbaev, V. V. Levin, V. A. Kokorekin, A. A. Korlyukov, A. D. Dilman

J. Org. Chem. 2019, 84, 15745-15753

https://doi.org/10.1021/acs.joc.9b02478

Light-mediated copper-catalyzed phosphorus/halogen exchange in 1,1-difluoroalkylphosphonium salts

L. I. Panferova, V. V. Levin, M. I. Struchkova, A. D. Dilman

Chem. Commun. 2019, 55, 1314–1317

https://doi.org/10.1039/C8CC09115C

Reductive Bromodifluoromethylation of Nitrones Promoted by Visible Light

I. A. Dmitriev, V. I. Supranovich, V. V. Levin, A. D. Dilman

Eur. J. Org. Chem. 2019, 4119-4122

https://doi.org/10.1002/ejoc.201900274

Radical Addition to N-Tosylimines via C–H Activation Induced by Decatungstate Photocatalyst

V. I. Supranovich, V. V. Levin, A. D. Dilman

Org. Lett. 2019, 21, 4271–4274

https://doi.org/10.1021/acs.orglett.9b01450

Photoredox generation of the trifluoromethyl radical from borate complexes via single electron reduction

V. O. Smirnov, A. S. Maslov, V. A. Kokorekin, A. A. Korlyukov, A. D. Dilman

Chem. Commun. 2018, 54, 2236–2239

https://doi.org/10.1039/C8CC00245B

Photoredox mediated annelation of iododifluoromethylated alcohols with 1,1-diarylethylenes

L. I. Panferova, G. N. Chernov, V. V. Levin, V. A. Kokorekin, A. D. Dilman

Tetrahedron 2018, 74, 7136–7142

https://doi.org/10.1016/j.tet.2018.10.062

Photocatalytic Reductive Fluoroalkylation of Nitrones

V. I. Supranovich, V. V. Levin, M. I. Struchkova, A. D. Dilman

Org. Lett. 2018, 20, 840-843

https://doi.org/10.1021/acs.orglett.7b03987

Visible Light Promoted 2-Bromotetrafluoroethylation of Nitrones

I. A. Dmitriev, V. I. Supranovich, V. V. Levin, M. I. Struchkova, A. D. Dilman

Adv. Synth. Cat. 2018, 360, 3788-3792

https://doi.org/10.1002/adsc.201800802

Visible light-mediated difluoroalkylation of electron-deficient alkenes

V. I. Supranovich, V. V. Levin, M. I. Struchkova, J. Hu, A. D. Dilman

Beilstein J. Org. Chem. 2018, 14, 1637-1641

https://doi.org/10.3762/bjoc.14.139

Difluorocarbene as a Building Block for Consecutive Bond-Forming Reactions

A. D. Dilman, V. V. Levin

Acc. Chem. Res. 2018, 51, 1272–1280

https://doi.org/10.1021/acs.accounts.8b00079

Reductive silylation of gem-difluorinated phosphonium salts

A. V. Tsymbal, V. V. Levin, M. I. Struchkova, V. A. Kokorekin, A. A. Korlyukov, A. D. Dilman

J. Fluorine Chem. 2018, 205, 58-61

https://doi.org/10.1016/j.jfluchem.2017.11.009

Light-Promoted Allylation of Iododifluoromethylated Alcohols

L. I. Panferova, M. I. Struchkova, A.D. Dilman

Eur. J. Org. Chem. 2018, 3834-3836

https://doi.org/10.1002/ejoc.201800543

Synthesis of halodifluoromethyl-substituted phosphines

R. O. Iakovenko, A. D. Dilman

Mendeleev Commun. 2018, 28, 396-397

https://doi.org/10.1016/j.mencom.2018.07.018

Dimerization of Benzyl and Allyl Halides via Photoredox-Mediated Disproportionation of Organozinc Reagents

V. V. Levin, D. P. Agababyan, M. I. Struchkova, A. D. Dilman

Synthesis 2018, 50, 2930-2935

https://doi.org/10.1055/s-0036-1591583

Copper-Catalyzed Coupling of Acyl Chlorides with gem-Difluorinated Organozinc Reagents via Acyl Dithiocarbamates

S. S. Ashirbaev, V. V. Levin, M. I. Struchkova, A. D. Dilman

J. Org. Chem. 2018, 83, 478-483

https://doi.org/10.1021/acs.joc.7b02598

Addition of thiols to gem-difluoroalkenes under photoactivation conditions

S. S. Ashirbaev, V. V. Levin, M. I. Struchkova, A. D. Dilman

Vinylation of Iododifluoromethylated Alcohols via a Light-Promoted Intramolecular Atom-Transfer Reaction

L. I. Panferova, M. I. Struchkova, A. D. Dilman

Synthesis 2017, 49, 4124–4132

https://doi.org/10.1055/s-0036-1590855

Radical Silyldifluoromethylation of Electron-Deficient Alkenes

V. I. Supranovich, V. V. Levin, M. I. Struchkova, A. A. Korlyukov, A. D. Dilman

Org. Lett. 2017, 19, 3215–3218

https://doi.org/10.1021/acs.orglett.7b01334

Synthesis of 3-Fluoroindoles via Photoredox Catalysis

L. I. Panferova, V. O. Smirnov, V. V. Levin, V. A. Kokorekin, M. I. Struchkova, A. D. Dilman

J. Org. Chem. 2017, 82, 745-753

https://doi.org/10.1021/acs.joc.6b02344

Interaction of gem-Difluorinated Iodides with Silyl Enol Ethers Mediated by Photoredox Catalysis

G. N. Chernov, V. V. Levin, V. A. Kokorekin, M. I. Struchkova, A. D. Dilman

Adv. Synth. Cat. 2017, 359, 3063–3067

https://doi.org/10.1002/adsc.201700423

Synthesis of 3-Fluoropyridines via Photoredox-Mediated Coupling of α,α-Difluoro-β-iodoketones with Silyl Enol Ethers

S. I. Scherbinina, O. V. Fedorov, V. V. Levin, V. A. Kokorekin, M. I. Struchkova, A. D. Dilman

J. Org. Chem. 2017, 82, 12967-12974

https://doi.org/10.1021/acs.joc.7b02467

Difluoromethylation of Carboxylic Acids via the Addition of Difluorinated Phosphorus Ylide to Acyl Chlorides

A. L. Trifonov, V. V. Levin, M. I. Struchkova, A. D. Dilman

Org. Lett. 2017, 19, 5304–5307

https://doi.org/10.1021/acs.orglett.7b02601

Synthesis of gem-Difluorinated Hydroxypyrrolidines

O. V. Fedorov, M. I. Struchkova, A. D. Dilman

J. Org. Chem. 2017, 82, 3270–327

https://doi.org/10.1021/acs.joc.6b03033

Coupling of N-acyliminium chlorides with gem-difluorinated organozinc reagents

V. V. Levin, M. I. Struchkova, A. D. Dilman

Mendeleev Commun., 2017, 27, 139–140.

https://doi.org/10.1016/j.mencom.2017.03.010