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Inexpensive, One-Pot Synthesis of Unsymmetrical Disulfides Using 1-Chlorobenzotriazole

Roger Hunter,* Mino Caira and Nashia Stellenboom

*Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa, Email:

R. Hunter, M. Caira, N. Stellenboom, J. Org. Chem., 2006, 71, 8268-8271.

DOI: 10.1021/jo060693n (free Supporting Information)


The reaction of a thiol with 1-chlorobenzotriazole (BtCl) affords the benzotriazolated thiol (RSBt) without appreciable formation of the symmetrical disulfide. RSBt reacts with another thiol to form the unsymmetrical disulfide in a one-pot sequence without the need for toxic and harsh oxidizing agents.

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ID: J42-Y2006-3300