Regioselective Alcoholysis and Conversion of Thiiranes to Alkoxy-Disulfides with 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ)

Abstract

Summary: Alcoholysis of thiiranes followed by conversion to their corresponding alkoxy-disulfides with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) is performed in one step. The reactions occur under neutral conditions with high regioselectivity. Alkoxy-disulfides are obtained in 30–90% yields.