Facile preparation of bis(thiocarbonyl)disulfides via elimination

Weber W.G. ; McLeary J.B. ; Sanderson R.D. (2006)


A robust facile synthetic preparation of bis(thiocarbonyl)disulfides is presented. The route follows an elimination mechanism rather than the more common oxidation. Addition of p-tosyl chloride to a thiocarbonyl thiolate results in the elimination of the chloride by the trithiocarbonate anion and subsequent elimination of the tosyl leaving group (by a second thiocarbonyl thiolate). The side products of the reaction are bis(4-methylphenyl)disulfone and tosylate salts/acids. © 2006 Elsevier Ltd. All rights reserved.

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