A Convenient Method for the Generation of a Disulfur Monoxide Equivalent and Its Reaction with Diazoalkanes to Yield Dithiirane 1-Oxides

Abstract

Oxidation of elemental sulfur (S8) with dimethyldioxirane (or CF3CO3H) generates a disulfur monoxide equivalent (“S2O”). Yields of “S2O” of 30–40 % are obtained from equimolar amounts of S8 and an oxidizing agent. “S2O” reacts with diazoalkanes to give dithiirane 1-oxides [Eq. (1)].