Copper-Catalyzed Intermolecular Reductive Radical Difluoroalkylation–Thiolation of Aryl Alkenes

A novel radical-involved alkene difunctionalization catalyzed by the copper/B₂pin₂ system has been developed, leading to the difluoroalkylation–thiolation of aryl alkenes. The use of B₂pin₂ as an organic reductant enables the simultaneous installation of a C­(sp³)–C­(F₂R) bond and a C­(sp³)–S­(R) bond across the CC bond of aryl alkenes by utilizing two electrophilic reactants. The reaction exhibits broad substrate scope, excellent diastereoselectivity, and moderate to good yields. Moreover, the reaction can be conducted on a gram scale with good yield achieved.