Synthesis of Diaryl Disulfides via Mild Reduction of Arylsulfinates with Hydrazine Monohydrate in DMSO

Abstract

Arylsulfinates were reduced with hydrazine monohydrate at room temperature in dimethylsulfoxide (DMSO) to afford diaryl disulfides in good yields. A dramatic solvent effect was observed, and DMSO was found to be the best solvent for the reaction.

GRAPHICAL ABSTRACT

Keywords:

• Arylsulfinate
• disulfide
• hydrazine monohydrate
• reduction

ACKNOWLEDGMENTS

We thank the National Natural Science Foundation of China (No. 20972048) and the Shanghai Educational Development Foundation (Dawn Program No. 03SG27) for financial support of this work.

Notes

^a Isolated yield.

^b 35–70% of methyl benzenesulfinate was recovered.

^a Isolated yield.