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

Xuefei Li; Xing Gao; Chun-Yang He; Xingang Zhang

doi:10.1021/acs.orglett.1c00058

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

Org Lett. 2021 Feb 19;23(4):1400-1405. doi: 10.1021/acs.orglett.1c00058. Epub 2021 Feb 5.

Authors

Xuefei Li¹, Xing Gao¹, Chun-Yang He², Xingang Zhang¹

Affiliations

¹ Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
² Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province, Generic Drug Research Center of Guizhou Province, Zunyi Medical University, Zunyi, Guizhou 563003, P. R. China.

PMID: 33544601
DOI: 10.1021/acs.orglett.1c00058

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.

Publication types

Research Support, Non-U.S. Gov't