Superactivity and dual reactivity of the system N-iodosuccinimide-H2SO4 in the iodination of deactivated arenes

VK Chaikovskii, VD Filimonov, VI Skorokhodov…

Index: Chaikovskii; Filimonov; Skorokhodov; Ogorodnikov Russian Journal of Organic Chemistry, 2007 , vol. 43, # 9 p. 1278 - 1281

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Citation Number: 6

Abstract

Abstract Dissolution of N-iodosuccinimide in sulfuric acid gives rise to electrophilic iodine- containing species which are capable of successfully iodinating aromatic compounds with electron-withdrawing substituents in the temperature range from 0 to 20° C. The iodination in sulfuric acid is effected by both protonated N-iodosuccinimide and IOS (O)(OH+) OH intermediate.