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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| Online Access: | http://hdl.handle.net/10019.1/12543 https://doi.org/10.1016/j.tetlet.2006.04.031 |
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ftunstellenbosch:oai:scholar.sun.ac.za:10019.1/12543 |
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ftunstellenbosch:oai:scholar.sun.ac.za:10019.1/12543 2024-10-13T14:06:36+00:00 Facile preparation of bis(thiocarbonyl)disulfides via elimination Weber W.G. McLeary J.B. Sanderson R.D. 2006 http://hdl.handle.net/10019.1/12543 https://doi.org/10.1016/j.tetlet.2006.04.031 unknown Tetrahedron Letters 47 27 404039 doi:10.1016/j.tetlet.2006.04.031 http://hdl.handle.net/10019.1/12543 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 Article 2006 ftunstellenbosch https://doi.org/10.1016/j.tetlet.2006.04.031 2024-09-23T04:50:29Z 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 Article in Journal/Newspaper Carbonic acid Stellenbosch University: SUNScholar Research Repository Tetrahedron Letters 47 27 4771 4774 |
| institution |
Open Polar |
| collection |
Stellenbosch University: SUNScholar Research Repository |
| op_collection_id |
ftunstellenbosch |
| language |
unknown |
| topic |
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 |
| spellingShingle |
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 Weber W.G. McLeary J.B. Sanderson R.D. Facile preparation of bis(thiocarbonyl)disulfides via elimination |
| topic_facet |
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 |
| description |
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 |
| format |
Article in Journal/Newspaper |
| author |
Weber W.G. McLeary J.B. Sanderson R.D. |
| author_facet |
Weber W.G. McLeary J.B. Sanderson R.D. |
| author_sort |
Weber W.G. |
| title |
Facile preparation of bis(thiocarbonyl)disulfides via elimination |
| title_short |
Facile preparation of bis(thiocarbonyl)disulfides via elimination |
| title_full |
Facile preparation of bis(thiocarbonyl)disulfides via elimination |
| title_fullStr |
Facile preparation of bis(thiocarbonyl)disulfides via elimination |
| title_full_unstemmed |
Facile preparation of bis(thiocarbonyl)disulfides via elimination |
| title_sort |
facile preparation of bis(thiocarbonyl)disulfides via elimination |
| publishDate |
2006 |
| url |
http://hdl.handle.net/10019.1/12543 https://doi.org/10.1016/j.tetlet.2006.04.031 |
| genre |
Carbonic acid |
| genre_facet |
Carbonic acid |
| op_relation |
Tetrahedron Letters 47 27 404039 doi:10.1016/j.tetlet.2006.04.031 http://hdl.handle.net/10019.1/12543 |
| op_doi |
https://doi.org/10.1016/j.tetlet.2006.04.031 |
| container_title |
Tetrahedron Letters |
| container_volume |
47 |
| container_issue |
27 |
| container_start_page |
4771 |
| op_container_end_page |
4774 |
| _version_ |
1812812798241013760 |