Carboxy Pyridinium Bromide Perbromide Reagents, Part I: Selective Oxidation of Thiols and Sulfides

Abstract

Efficient and convenient oxidation of aliphatic and aromatic thiols to disulfides and of sulfides to sulfoxides with pyridinium hydrobromide perbromide (PHBP), nicotinic acid hydrobromide perbromide (NAHBP), and 2,6-dicarboxy pyridinium hydrobromide perbromide (DCPHBP) in a solvent or under solvent free conditions and at ambient temperature is introduced.

Keywords:

• Bromide perbromide
• disulfide
• thiols
• oxidative coupling
• solvent-free condition
• sulfoxides

Acknowledgments

Financial support of this work form the Research Council of Mazandaran University is gratefully acknowledged.

Notes

^a Yields refer to isolated products.

^b Reactions were carried out under solvent-free conditions.

^a Yields refer to isolated products.

^a 2,6-Dicarboxypyridinium chlorochromate; and

^b pyridinium chlorochromate.