Photoredox Activation of Fluorinated Organozinc Reagents: Hydrofluoroalkylation of Unactivated and Electron Deficient Alkenes

Photoredox Activation of Fluorinated Organozinc Reagents: Hydrofluoroalkylation of Unactivated and Electron Deficient Alkenes Full article

Journal

Journal of Organic Chemistry
ISSN: 1520-6904 , E-ISSN: 0022-3263

Output data

Year: 2024, Volume: 89, Number: 16, Pages: 11826-11835 Pages count : 10 DOI: 10.1021/acs.joc.4c01623

Authors

Gladkov Anton A. ^1,2 , Levin Vitalij V. ² , Dilman Alexander D. ²

Affiliations

1	Lomonosov Moscow State University, Department of Chemistry, 119991, Moscow, Leninskie Gory 1-3, Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky prosp. 47, Russian Federation

Hydrofluoroalkylation of alkenes with organozinc reagents under photocatalytic conditions is described. The fluorinated alkyl radicals were generated from organozincs by the single electron oxidation of the carbon–zinc bond. The radical addition step is followed either by hydrogen atom transfer for unactivated olefins or by a reduction/protonation sequence for strongly accepting arylidenemalononitriles.

Gladkov A.A. , Levin V.V. , Dilman A.D.
Photoredox Activation of Fluorinated Organozinc Reagents: Hydrofluoroalkylation of Unactivated and Electron Deficient Alkenes
Journal of Organic Chemistry. 2024. V.89. N16. P.11826-11835. DOI: 10.1021/acs.joc.4c01623 Scopus OpenAlex

Scopus:	2-s2.0-85199672653
OpenAlex:	W4401010016

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