Ligandless Nickel-Catalyzed Ortho-Selective Directed Trifluoromethylthiolation of Aryl Chlorides and Bromides Using AgSCF3

Org Lett. 2016 Nov 4;18(21):5492-5495. doi: 10.1021/acs.orglett.6b02689. Epub 2016 Oct 13.

Abstract

A mild protocol for Ni-catalyzed trifluoromethylthiolation of aryl chlorides and bromides is described herein. The method utilizes AgSCF3 as an easily accessible nucleophilic trifluoromethylthiolating reagent and does not require any ligands or additives. Ortho-selectivity is achieved using a variety of directing groups such as imines, pyridines, and oxazolines for 24 examples in up to 95% yield.

Publication types

  • Research Support, Non-U.S. Gov't