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

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

Journal

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

Output data

Year: 2021, Volume: 23, Number: 24, Pages: 9645-9648 Pages count : 4 DOI: 10.1021/acs.orglett.1c03917

Authors

Gladkov Anton A. ^1,2 , Chernov Grigory N. ^1,2 , Levin Vitalij V. ² , Kokorekin Vladimir A. ² , Dilman Alexander D. ²

Affiliations

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

Organozinc reagents may be activated under blue light irradiation using an organic photocatalyst to generate alkyl radicals. The radicals are trapped by α-(trifluoromethyl)styrenes leading to gem-difluorinated products after elimination of fluoride. The reaction can be conveniently performed under Barbier conditions starting from organic iodides and bromides and elemental zinc.

Gladkov A.A. , Chernov G.N. , Levin V.V. , Kokorekin V.A. , Dilman A.D.
Photoredox Activation of Organozinc Reagents: Barbier-Type Reaction of Alkyl Halides with α-(Trifluoromethyl)styrenes
Organic Letters. 2021. V.23. N24. P.9645-9648. DOI: 10.1021/acs.orglett.1c03917 WOS Scopus OpenAlex

Web of science:	WOS:000744124300059
Scopus:	2-s2.0-85120543525
OpenAlex:	W3217302832

DB	Citing
OpenAlex	18
Scopus	19
Web of science	19