ChemInform Abstract: Organocatalytic, Difluorocarbene‐Based S‐Difluoromethylation of Thiocarbonyl Compounds.

Abstract

Difluorocarbene generated in situ acts as difluoromethylating agent of thioamides and thiocarbamates.

Difluoromethanesulfonyl hypervalent iodonium ylides for electrophilic difluoromethylthiolation reactions under copper catalysis

“…Thus, incorporation of SCF 2 H into biologically active molecules should permit the efficient design of novel, viable drug candidates. There are several synthetic approaches available for SCF 2 H-substituted compounds [43][44][45][46][47][48][49][50][51][52][53][54][55][56][57][58][59], such as nucleophilic reaction of appropriate thiolates to difluoromethyl carbine [43][44][45][46][47][48][49][50][51][52][53] and electrophilic or radical difluoromethylation of thiolates [54][55][56]. These methods rely upon the construction of a bond between S and CF 2 H, and therefore have some limitations, although recently Goossen et al provided a solution via copper-mediated difluoromethylation of organothiocyanates [57,58].…”