Iodosulfonation of alkenes with benzenesulfinic acid N-iodosuccinimide Facile preparation of α, β-unsaturated sulfones

…, RM Giuliano, WJ Boyko, JH Schauble

Index: Wolff, Russell R.; Basava, Vikram; Giuliano, Robert M.; Boyko, Walter J.; Schauble, J. Herman Canadian Journal of Chemistry, 2006 , vol. 84, # 4 p. 667 - 675

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Citation Number: 11

Abstract

Reaction of alkenes and alkenols with N-iodosuccinimide (NIS) and benzenesulfinic acid in dichloromethane at room temperature affords vic-iodophenylsulfonyl adducts in good to high yields. Treatment of the iodosulfones with neutral alumina in dichloromethane at room temperature results in dehydroiodination to give the corresponding vinyl sulfones in high yield and purity by this convenient two-step procedure. Application of the iodosulfonation ...