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Using Chlorotrifluoroethane for Trifluoroethylation of (Hetero)aryl Bromides and Chlorides via Nickel Catalysis

Xuefei Li, Xing Gao, Chun‐Yang He, Xingang Zhang

2021Organic Letters28 citationsDOI

Abstract

A nickel-catalyzed reductive cross-coupling between industrial chemical CF3CH2Cl and (hetero)aryl bromides and chlorides has been reported. The reaction is synthetically simple without the preparation of arylmetals and exhibits high functional group tolerance. The utility of this protocol has been demonstrated by the late-stage modification of pharmaceuticals, providing a facile route for medicinal chemistry.

Topics & Concepts

ArylChemistryNickelCatalysisFunctional groupCombinatorial chemistryCoupling reactionOrganic chemistryReaction conditionsAlkylPolymerFluorine in Organic ChemistryInorganic Fluorides and Related CompoundsCatalytic C–H Functionalization Methods
Using Chlorotrifluoroethane for Trifluoroethylation of (Hetero)aryl Bromides and Chlorides via Nickel Catalysis | Litcius