Potassium Fluoride on Alumina: Synthesis of O-Aryl N,N-Dimethylthiocarbamates and their Rearrangement into S-Aryl N,N-Dimethyl-Thiocarbamates Under Microwave Irradiation

Abstract

A series of O-aryl N,N-dimethyl thiocarbamates have been prepared by the reaction of dimethylthiocarbamoyl chloride with phenols absorbed on potassium fluoride on alumina. The rearrangement of O-aryl N,N-dimethylthiocarbamate into S-aryl N,N-dimethyl thiocarbamate under microwave irradiation was also studied. The use of conductive support like graphite or silicon carbide allow these rearrangements although the O-aryl N,N-dimethylthiocarbamates have very low dielectric lost.