The organocatalytic synthesis of perfluorophenylsulfides via the thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates

Abstract

The organic superbase t-Bu-P₄-catalyzed direct thiolation of trimethyl(perfluorophenyl)silanes and thiosulfonates was developed. Yields of perfluorophenylsulfides of up to 97% under catalysis of 5 mol% t-Bu-P₄ were achieved. This method was shown to provide an efficient way to construct the perfluorophenyl–sulfur bond under mild metal-free reaction conditions.