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Geometrically Selective Denitrative Trifluoromethylthiolation of β-Nitrostyrenes with AgSCF<sub>3</sub> for (<i>E</i>)-Vinyl Trifluoromethyl Thioethers

Changge Zheng, Shuai Huang, Yang Liu, Chao Jiang, Wei Zhang, Fang Ge, Jianquan Hong

2020Organic Letters31 citationsDOI

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.

Topics & Concepts

ChemistryTrifluoromethylStereoselectivityYield (engineering)CopperReaction conditionsCombinatorial chemistryOrganic chemistryCatalysisThermodynamicsAlkylPhysicsFluorine in Organic ChemistryInorganic Fluorides and Related Compounds