ol8b02091_si_001.pdf (14.03 MB)
Copper-Catalyzed Intermolecular Reductive Radical Difluoroalkylation–Thiolation of Aryl Alkenes
journal contribution
posted on 2018-08-09, 18:24 authored by Weiguang Kong, Changjiang Yu, Hejun An, Qiuling SongA 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
CC 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.