Synthesis of Disulfides

Recent Literature

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

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

Unsymmetrical disulfides have been prepared from the corresponding thiols and bis-(5,5-dimethyl-2-thiono-1,3,2-dioxa­phosphorinanyl)disulfide under mild conditions with very good yields. This method can be applied to thiols bearing neutral, aromatic, basic or acidic functionalities with variable length of carbon chain.
S. Antoniow, D. Witt, Synthesis, 2007, 363-366.

N-Trifluoroacetyl arenesulfenamides are effective precursors for the synthesis of unsymmetrical disulfides and sulfenamides. Reactions of N-trifluoroacetyl arenesulfenamides with thiols and amines gave the desired products in high yields within short reaction times.
M. Bao, M. Shimizu, Tetrahedron, 2003, 59, 9655-9659.

Selective and quantitative conversion of thiols to disulfides was effected by dimethyl sulfoxide under mild conditions catalyzed by dichlorodioxomolybdenum(VI).
R. Sanz, R. Aguado, M. R. Pedrosa, F. Arnáiz, Synthesis, 2002, 856-858.

A mild and efficient oxidation of various thiols affords the corresponding disulfides using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as oxidant under both solution and solvent-free conditions.
A. Khazaei, M. A. Zolfigol, A. Rostami, Synthesis, 2004, 2959-2961.

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