Superactivity and dual reactivity of the system N-iodosuccinimide-H 2SO4 in the iodination of deactivated arenes

V. K. Chaikovskii, V. D. Filimonov, V. I. Skorokhodov, V. D. Ogorodnikov

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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.

Original languageEnglish
Pages (from-to)1278-1281
Number of pages4
JournalRussian Journal of Organic Chemistry
Volume43
Issue number9
DOIs
Publication statusPublished - Sep 2007

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ASJC Scopus subject areas

  • Organic Chemistry

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