Facile preparation of bis(thiocarbonyl)disulfides via elimination
Date
2006
Authors
Weber W.G.
McLeary J.B.
Sanderson R.D.
Journal Title
Journal ISSN
Volume Title
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Abstract
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.
Description
Keywords
anion, bis(4 methylphenyl)disulfone, carbonic acid derivative, carbonyl derivative, chloride, disulfide, sulfone derivative, thiocarbonyl thiolate, toluenesulfonic acid derivative, trithiocarbonate, unclassified drug, article, elimination reaction, oxidation
Citation
Tetrahedron Letters
47
27
47
27