Deep Study of Thiocarbamoyl Fluorides: Synthesis and Properties

Abstract

AbstractThiocarbamoyl fluoride is an understudied fluorinated group, mainly due to the paucity of data on its properties. Herein, an in‐depth study of the stability of thiocarbamoyl fluorides, especially under near‐physiological conditions, is described. Since efficient and easy to implement syntheses of these compounds are still under‐described, a new method, based on the use of a trifluoromethanesulfenamide, a well‐described reagent, has also been developed. This trifluoromethanesulfenamide turned out to be able to generate in situ difluorothiophosgene, which was able to react rapidly with amines to provide various thiocarbamoyl fluorides.