Issue 19, 2020

Synthesis of gem-difluoroalkenes via nickel-catalyzed allylic defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides

Abstract

A nickel-catalyzed defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides has been developed. Various substituted trifluoromethyl alkenes and epoxides were found to be suitable reaction substrates. This reaction enabled C(sp3)–C(sp3) bond construction through allylic defluorinative cross-coupling of trifluoromethyl alkenes under mild reaction conditions. This methodology was highly compatible with various sensitive functional groups, providing access to a diverse array of functionalized gem-difluoroalkene-containing alcohol compounds.

Graphical abstract: Synthesis of gem-difluoroalkenes via nickel-catalyzed allylic defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides

Supplementary files

Article information

Article type
Communication
Submitted
13 Mar 2020
Accepted
30 Apr 2020
First published
30 Apr 2020

Org. Biomol. Chem., 2020,18, 3674-3678

Synthesis of gem-difluoroalkenes via nickel-catalyzed allylic defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides

X. Lu, R. Jiang, J. Li, C. Liu, Q. Wang and H. Zhou, Org. Biomol. Chem., 2020, 18, 3674 DOI: 10.1039/D0OB00535E

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