An Approach to Disulfide Synthesis Promoted by Sulfonyl Chloride in Sodium Bicarbonate Aqueous Media

Abstract

A mild and efficient protocol for the synthesis of disulfides in aqueous media using mercaptans promoted by sulfonyl chloride is reported. This reaction offers the advantages of mild reaction conditions, short reaction time, high yields, and simple operation.

Keywords:

• Aqueous media
• disulfides
• sulfonyl chloride

We are grateful to the Natural Science Foundation of Zhejiang Province (Y4080107) and Technology Program of Zhejiang Province (No. 2003C31026, 2005C31036) for financial support.

Notes

^a The reactions were performed starting from thiophenol (1 mmol) and sulfonyl chloride (0.5 mmol) in reaction medium (5 mL) at room temperature.

^b Isolated yields.

^a Reaction conditions: thiophenol (1 mmol), room temperature, 10 min.

^b Isolated yields.

^a Reaction conditions: thiophenol (1 mmol), sulfonyl chloride (0.6 mmol), saturated NaHCO₃ solution (1 mL), room temperature, 10 min.

^b Isolate yields.