Catalyst-free gem-chlorosulfurization of difluoromethyl-substituted diazo compounds with disulfide and PhICl2

Abstract

A series of gem-chlorosulfurization products bearing difluoromethyl substituents were synthesized in high to excellent yields directly from p-toluenesulfonyl difluorodiazoethane (TsCF₂CHN₂), disulfides and PhICl₂ without any catalysts or additives. The mild reaction conditions and high functional group compatibility indicated the utility and sustainability of the method. In addition, the gem-chlorosulfurization products could be efficiently converted to sulfur-containing and aryl substituted difluoromethyl derivatives by a feasible multi-component operation.