Visible-Light-Induced C-F and C-N Bond Cleavage for the Synthesis of gem-Difluoroalkenes

Herein, we describe a novel and efficient photoredox catalytic radical addition/defluoroalkylation coupling reaction between primary amines and trifluoromethyl-substituted alkenes. A series of gem-difluoroalkenes were synthesized via C-N bond cleavage of alpha-3 degrees , alpha-2 degrees, and alpha-1 degrees amines under visible light irradiation. This reaction is characterized by a broad substrate scope and good functional group tolerance.

Automated summary

Here, we report a novel and efficient photoredox catalytic radical addition/defluoroalkylation coupling reaction between primary amines and trifluoromethyl-substituted alkenes. A series of gem-difluoroalkenes were synthesized through C-N bond cleavage of α-3°, α-2°, and α-1° amines under visible light irradiation. This reaction exhibits a broad substrate scope and excellent functional group tolerance.