Facile preparation of bis(thiocarbonyl)disulfides via elimination
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 su...
Published in: | Tetrahedron Letters |
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Main Authors: | , , |
Format: | Article in Journal/Newspaper |
Language: | unknown |
Published: |
2006
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Subjects: | |
Online Access: | http://hdl.handle.net/10019.1/12543 https://doi.org/10.1016/j.tetlet.2006.04.031 |
Summary: | 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. Article |
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