An Improved Synthesis of Vinyl-and β-Iodovinyl Sulfones by a Molecular Iodine-Mediated One-Pot Iodosulfonation-Dehydroiodination Reaction

…, K Chaisiwamongkhol, M Pohmakotr…

Index: Sawangphon, Tassaporn; Katrun, Praewpan; Chaisiwamongkhol, Korbua; Pohmakotr, Manat; Reutrakul, Vichai; Jaipetch, Thaworn; Soorukram, Darunee; Kuhakarn, Chutima Synthetic Communications, 2013 , vol. 43, # 12 p. 1692 - 1707

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Citation Number: 24

Abstract

An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes ...