Tetrahedron letters

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

V Reutrakul, S Jarussophon, M Pohmakotr…

Index: Reutrakul, Vichai; Jarussophon, Suwatchai; Pohmakotr, Manat; Chaiyasut, Yupa; U-Thet, Saengvimon; Tuchinda, Patoomratana Tetrahedron Letters, 2002 , vol. 43, # 12 p. 2285 - 2288

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Citation Number: 7

Abstract

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.

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