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Article: Rh(II)-catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides derived from N-tosylhydrazones and sulfides

TitleRh(II)-catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides derived from N-tosylhydrazones and sulfides
Authors
KeywordsSulfur ylides
Propargyl phenyl sulfides
N-Tosylhydrazone
Allylic phenyl sulfides
[2,3]-Sigmatropic rearrangement
Issue Date2012
Citation
Tetrahedron, 2012, v. 68, n. 26, p. 5234-5240 How to Cite?
AbstractIn this paper, Rh 2 (OAc) 4 -catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides derived from N-tosylhydrazones and sulfides is reported. A series of tosylhydrazones derived from aldehydes were successfully used for [2,3]-sigmatropic rearrangement by reaction with either allylic phenyl sulfides or propargyl phenyl sulfides. The reaction conditions were optimized and afforded the products in moderate to good yields. In addition, a novel and convenient approach for the synthesis of cyclobutenones and cyclopropanes has been developed through direct oxidation of the rearrangement products. © 2012 Published by Elsevier Ltd.
Persistent Identifierhttp://hdl.handle.net/10722/276921
ISSN
2023 Impact Factor: 2.1
2023 SCImago Journal Rankings: 0.406
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorLi, Yuye-
dc.contributor.authorHuang, Zhongxing-
dc.contributor.authorWu, Xinhu-
dc.contributor.authorXu, Peng Fei-
dc.contributor.authorJin, Jing-
dc.contributor.authorZhang, Yan-
dc.contributor.authorWang, Jianbo-
dc.date.accessioned2019-09-18T08:35:03Z-
dc.date.available2019-09-18T08:35:03Z-
dc.date.issued2012-
dc.identifier.citationTetrahedron, 2012, v. 68, n. 26, p. 5234-5240-
dc.identifier.issn0040-4020-
dc.identifier.urihttp://hdl.handle.net/10722/276921-
dc.description.abstractIn this paper, Rh 2 (OAc) 4 -catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides derived from N-tosylhydrazones and sulfides is reported. A series of tosylhydrazones derived from aldehydes were successfully used for [2,3]-sigmatropic rearrangement by reaction with either allylic phenyl sulfides or propargyl phenyl sulfides. The reaction conditions were optimized and afforded the products in moderate to good yields. In addition, a novel and convenient approach for the synthesis of cyclobutenones and cyclopropanes has been developed through direct oxidation of the rearrangement products. © 2012 Published by Elsevier Ltd.-
dc.languageeng-
dc.relation.ispartofTetrahedron-
dc.subjectSulfur ylides-
dc.subjectPropargyl phenyl sulfides-
dc.subjectN-Tosylhydrazone-
dc.subjectAllylic phenyl sulfides-
dc.subject[2,3]-Sigmatropic rearrangement-
dc.titleRh(II)-catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides derived from N-tosylhydrazones and sulfides-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/j.tet.2012.03.032-
dc.identifier.scopuseid_2-s2.0-84861659591-
dc.identifier.volume68-
dc.identifier.issue26-
dc.identifier.spage5234-
dc.identifier.epage5240-
dc.identifier.eissn1464-5416-
dc.identifier.isiWOS:000305381700019-
dc.identifier.issnl0040-4020-

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