Tungstate Sulfuric Acid: A Novel and Efficient Solid Acidic Reagent for the Oxidation of Thiols to Disulfides and the Oxidative Demasking of 1,3-Dithianes

Abstract

Tungstate sulfuric acid in combination with various oxidants was found to be an efficient reagent for the conversion of thiols to disulfides at r.t. in good to excellent yields. The selective oxidative deprotection of 1,3-dithianes to their parent carbonyl compounds at r.t. was also observed with this reagent.

Keywords:

• 1,3-dithianes
• disulfides
• oxidation
• thiols
• tungstate sulfuric acid

Acknowledgments

The authors gratefully acknowledge partial support of this work by the Yasouj University, Yasouj, Iran. We are also thankful to Malihe AI, Ome-Leila Ghasemi, Mahnaz Farahi, and Leila Hatam, students of the Chemistry Department at Yasouj University.

Notes

^aIdentified by comparison with authentic samples.

^bRefers to isolated yields.

*Chemical and Reagents 2005–2007 MERCK.

^aRefers to isolated yields.

^bIdentified by comparison with authentic samples. ²²