Geometrically Selective Denitrative Trifluoromethylthiolation of β-Nitrostyrenes with AgSCF3 for (E)-Vinyl Trifluoromethyl Thioethers

Org Lett. 2020 Jun 19;22(12):4868-4872. doi: 10.1021/acs.orglett.0c01714. Epub 2020 Jun 1.

Abstract

An efficient copper(II)-promoted denitrative trifluoromethylthiolation under mild reaction conditions has been developed for vinyl trifluoromethyl thioethers to construct Cvinyl-SCF3 bonds with stable AgSCF3 as a source of the trifluoromethylthio. This reaction system tolerates a broad range of functional groups to commendably achieve a high product yield and excellent stereoselectivity of E/Z.