Synthesis of Difluoromethylated Alkenes via Copper-Catalyzed Protodefluorination of β-(Trifluoromethyl)styrenes

Chem Asian J. 2023 Oct 4;18(19):e202300655. doi: 10.1002/asia.202300655. Epub 2023 Aug 30.

Abstract

Under typical copper-catalyzed hydroboration conditions, β-(trifluoromethyl)styrenes demonstrate unusal reactivities by forming difluoromethylated alkenes via a net protodefluorination process. This is also distinct from trifluoromethyl alkenes with alkyl substituents where defluoroborylation products predominate.

Keywords: copper catalysis; defluoroborylation; difluoromethyl alkenes; hydroboration; protodefluorination.