C–F Activation of Fluorinated Esters Using Photocatalytically Generated Diaminoalkyl Radical

C–F Activation of Fluorinated Esters Using Photocatalytically Generated Diaminoalkyl Radical Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2023, Volume: 25, Number: 35, Pages: 6598-6602 Pages count : 5 DOI: 10.1021/acs.orglett.3c02570

Authors

Kostromitin Vladislav S. ^1,2 , Sorokin Artem O. ^1,2 , Levin Vitalij V. ² , Dilman Alexander D. ²

Affiliations

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

A method for hydrofluoroalkylation of alkenes with trifluoroacetic esters under visible light irradiation affording difluorinated products is described. The reaction involves readily available trimethyltriazinane as a shoichiometric reducing agent, which generates a diamino-substituted alkyl radical serving as a strong electron donor. It is believed that the cleavage of the C–F bond by a triazinane-derived radical involves single electron reduction coupled with fluoride transfer.

Kostromitin V.S. , Sorokin A.O. , Levin V.V. , Dilman A.D.
C–F Activation of Fluorinated Esters Using Photocatalytically Generated Diaminoalkyl Radical
Organic Letters. 2023. V.25. N35. P.6598-6602. DOI: 10.1021/acs.orglett.3c02570 WOS Scopus OpenAlex

Web of science:	WOS:001064639200001
Scopus:	2-s2.0-85170294581
OpenAlex:	W4386249470

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