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

Vladislav S. Kostromitin; Artem A. Zemtsov; Vladimir A. Kokorekin; Vitalij V. Levin; Alexander D. Dilman

doi:10.1039/D1CC01609A

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

Vladislav S. Kostromitin,^ab Artem A. Zemtsov,^a Vladimir A. Kokorekin,^a Vitalij V. Levin

^a and Alexander D. Dilman

*^a

Author affiliations

* Corresponding authors

^a N. D. Zelinsky Institute of Organic Chemistry, Moscow 119991, Leninsky prosp. 47, Russian Federation

^b Lomonosov Moscow State University, Department of Chemistry, Moscow 119991, Leninskie Gory 1-3, Russian Federation

Abstract

A method for the addition of fluorinated alkyl bromides to alkenes is described. The reaction proceeds under visible light irradiation in the presence of two catalysts: Ir(ppy)₃ and N-heterocyclic carbene ligated copper bromide (IMesCuBr). The role of the iridium photocatalyst is to generate the fluoralkyl radical, while the copper promotes formation of the carbon–bromine bond.

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Article information

DOI: https://doi.org/10.1039/D1CC01609A
Article type: Communication
Submitted: 25 Mar 2021
Accepted: 20 Apr 2021
First published: 20 Apr 2021

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Chem. Commun., 2021,57, 5219-5222

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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 and A. D. Dilman, Chem. Commun., 2021, 57, 5219 DOI: 10.1039/D1CC01609A

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Chemical Communications

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

Abstract

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

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