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
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.