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.