10.1021/acs.orglett.8b02091.s001 Weiguang Kong Weiguang Kong Changjiang Yu Changjiang Yu Hejun An Hejun An Qiuling Song Qiuling Song Copper-Catalyzed Intermolecular Reductive Radical Difluoroalkylation–Thiolation of Aryl Alkenes American Chemical Society 2018 B 2 pin 2 novel radical-involved alkene difunctionalization aryl alkenes bond 2018-08-09 18:24:01 Journal contribution https://acs.figshare.com/articles/journal_contribution/Copper-Catalyzed_Intermolecular_Reductive_Radical_Difluoroalkylation_Thiolation_of_Aryl_Alkenes/6953009 A novel radical-involved alkene difunctionalization catalyzed by the copper/B<sub>2</sub>pin<sub>2</sub> system has been developed, leading to the difluoroalkylation–thiolation of aryl alkenes. The use of B<sub>2</sub>pin<sub>2</sub> as an organic reductant enables the simultaneous installation of a C­(sp<sup>3</sup>)–C­(F<sub>2</sub>R) bond and a C­(sp<sup>3</sup>)–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.