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Functionalization of Cysteine Derivatives by Unsymmetrical Disulfide Bond Formation

Mateusz Szymelfejnik, Sebastian Demkowicz, Janusz Rachon, Dariusz Witt*

*Department of Organic Chemistry, Chemical Faculty, Gdansk University of Technology, Narutowicza 11/12, 80-952 Gdansk, Poland, Email:

M. Szymelfejnik, S. Demkowicz, J. Rachon, D. Witt, Synthesis, 2007, 3528-3534.

DOI: 10.1055/s-2007-990853


A convenient method for the synthesis of unsymmetrical disulfides under mild conditions in good to excellent yields is based on the use of a readily available organophosphorus sulfenyl bromide as activating agent. The unsymmetrical disulfides can be obtained for l-cysteine derivatives and thiols bearing neutral, basic, or acidic functionalities.

see article for more examples

A Novel and Efficient Synthesis of Unsymmetrical Disulfides

S. Antoniow, D. Witt, Synthesis, 2007, 363-366.

Key Words

unsymmetrical disulfides, l-cysteine, sulfenyl bromide, thiols

ID: J66-Y2007-3760