Facile Oxidation of Sulfides to Sulfoxides using Sodium Hypochlorite and Oxoammonium Salt as a Catalyst: Chemo- and Diastereoselective Transformation of Bis(phenylthio)alkanes into Sulfoxides

Authors:
Publisher website
Google Scholar
Abstract
A facile and selective method for the title transformation is described. The two-phase oxidation of disulfides with one or two equivalents of sodium hypochlorite mediated by TEMPO and co-catalyzed by potassium bromide and PTC leads to the corresponding mono- or disulfoxides, respectively. In the case of 1,2- 1,3-bis(phenylthio)alkanes and ortho-bis(phenylthiomethyl)benzene the respective meso disulfoxides are formed in 90-98% diastereoselectivity.