Palladium‐Catalyzed Picolinamide‐Directed Benzylic C(<i>sp</i>³)−H Chalcogenation with Diaryl Disulfides and Diphenyl Diselenide

Abstract

Abstract The first palladium‐catalyzed direct benzylic C( sp 3 )−H chalcogenation with diaryl disulfides and diphenyl diselenide has been established. The coupling reaction proceeds between the thioether radical and palladiumcycle intermediate. Picolinamide serves as an excellent directing group for the C−H activation of benzylic C( sp 3 )−H and can be easily removed. The current protocol exhibits a relatively broad substrate scope and high functional group compatibility. A mechanistic study indicates that palladium(IV) intermediate is probably formed during the course of the reaction. magnified image