Sulfur Heterocycles. 3. Heterogeneous, Phase-Transfer, and Acid-Catalyzed Potassium Permanganate Oxidation of Sulfides to Sulfones and a Survey of their Carbon-13 Nuclear Magnetic Resonance Spectra

Article abstract of DOI:10.1021/jo01306a019

Although numerous oxidation methods are available for the transformation of sulfides into sulfones, low-molecular-weight, heterocyclic sulfides are often not amenable to this oxidation techniques.The method presented here is a general and economical oxidation using potassium permanganate and various catalysts.Nineteen low-molecular-weight and heterocyclic sulfides were successfully oxidized by variations of this technique, and the results are presented here.In addition, the carbon-13 NMR spectra of these compounds and about two dozen others are reported.General chemical shift trends are reported for selected compounds, and details can be found in the supplementary material.