136912-02-2Relevant articles and documents
A New Procedure for the Conversion of Thiols into Reactive Sulfenylating Agents
Barton, D. H. R.,Hesse, R. H.,O'Sullivan, A. C.,Pechet, M. M.
, p. 6697 - 6702 (1991)
Thiols may be converted in high yield into unsymmetrical 2-pyridyl disulfides 3.Treatment of these with alkylating agents (e.g., alkyl fluorosulfonates or oxonium salts) affords the corresponding N-alkylpyridyl disulfides 4, which are potent sulfenylating agents (Scheme II) and react smoothly with a variety of sulfur nucleophiles (e.g., thiols, thiones, thioamides, dithiocarbamates, thiocyanate, etc.) to afford disulfides, with amines to afford sulfenamides, and with β-diketones to afford sulfides.This new method is particularly well-suited to the preparation of unsymmetrical disulfides and sulfenamides from complex and otherwise r eactive thiols.