The Organophosphorus Sulfenyl Bromides as Versatile Reagents for Cysteine Derivatives Functionalization by Unsymmetrical Disulfide Bond Formation

Abstract

We have developed a convenient method for the synthesis of L-cysteine unsymmetrical disulfides under mild conditions with good to excellent yields. Described method is based on the straightforward preparation of the organophosphorus sulfenyl bromide readily available from bis-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinanyl) disulfide. The unsymmetrical disulfides can be obtained for L-cysteine derivatives and thiols bearing neutral or acidic functionalities.

Keywords:

• L-cysteine
• sulfenyl bromide
• thiols
• unsymmetrical disulfides

Acknowledgments

We gratefully acknowledge the Polish Ministry of Science and Higher Education N N204 4511 33 for financial support.