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

A novel radical-involved alkene difunctionalization catalyzed by the copper/Bzpin, system has been developed, leading to the difluoroalkylation-thiolation of aryl alkenes. The use of B(2)pin(2) as an organic reductant enables the simultaneous installation of a C(sp(3))-C(F2R) bond and a C(sp(3))-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.