Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones

Deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones with samarium(II) iodide led to substituted α,β-unsaturated sulfones in good to excellent yields. The E-isomer is the major product. A possible mechanism via an α-sulfonyl radical pathway is proposed. © 2002 Elsevier Science...

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Main Authors: Vichai Reutrakul, Suwatchai Jarussophon, Manat Pohmakotr, Yupa Chaiyasut, Saengvimon U-Thet, Patoomratana Tuchinda
Other Authors: Mahidol University
Format: Article
Published: 2018
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/20073
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spelling th-mahidol.200732018-07-24T10:12:40Z Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones Vichai Reutrakul Suwatchai Jarussophon Manat Pohmakotr Yupa Chaiyasut Saengvimon U-Thet Patoomratana Tuchinda Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics Deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones with samarium(II) iodide led to substituted α,β-unsaturated sulfones in good to excellent yields. The E-isomer is the major product. A possible mechanism via an α-sulfonyl radical pathway is proposed. © 2002 Elsevier Science Ltd. All rights reserved. 2018-07-24T02:57:07Z 2018-07-24T02:57:07Z 2002-03-18 Article Tetrahedron Letters. Vol.43, No.12 (2002), 2285-2288 10.1016/S0040-4039(02)00224-1 00404039 2-s2.0-0037128515 https://repository.li.mahidol.ac.th/handle/123456789/20073 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0037128515&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Vichai Reutrakul
Suwatchai Jarussophon
Manat Pohmakotr
Yupa Chaiyasut
Saengvimon U-Thet
Patoomratana Tuchinda
Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones
description Deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones with samarium(II) iodide led to substituted α,β-unsaturated sulfones in good to excellent yields. The E-isomer is the major product. A possible mechanism via an α-sulfonyl radical pathway is proposed. © 2002 Elsevier Science Ltd. All rights reserved.
author2 Mahidol University
author_facet Mahidol University
Vichai Reutrakul
Suwatchai Jarussophon
Manat Pohmakotr
Yupa Chaiyasut
Saengvimon U-Thet
Patoomratana Tuchinda
format Article
author Vichai Reutrakul
Suwatchai Jarussophon
Manat Pohmakotr
Yupa Chaiyasut
Saengvimon U-Thet
Patoomratana Tuchinda
author_sort Vichai Reutrakul
title Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones
title_short Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones
title_full Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones
title_fullStr Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones
title_full_unstemmed Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones
title_sort samarium(ii) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: synthesis of α,β-unsaturated sulfones
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/20073
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