Thiocarbamoyl Fluoride Synthesis by Deconstructive Diversification of Arylated Tetrahydroisoquinolines

Abstract

Deconstructive functionalization of cyclic amines can provide access to chemicals with diverse skeletons. We report the conversion of tertiary amines to thiocarbamoyl fluorides, a reaction enabled by photoredox catalysis and tolerating different functional groups while avoiding strong oxidants. A one-pot synthetic method from tertiary amines and AgF has been developed to get access to trifluoromethylamines. The synthesized thiocarbamoyl fluorides can be further transferred into esters.