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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Institution: Mahidol University
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Summary: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.