Tetrahedron

Mild and efficient iodination of aromatic and heterocyclic compounds with the NaClO 2/NaI/HCl system

L Lista, A Pezzella, A Napolitano, M d'Ischia

Index: Lista, Liliana; Pezzella, Alessandro; Napolitano, Alessandra; d'Ischia, Marco Tetrahedron, 2008 , vol. 64, # 1 p. 234 - 239

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Citation Number: 38

Abstract

NaClO2/NaI in the presence of HCl is a mild, cheap, and non-toxic reagent for the iodination of phenols, including estradiol and naphthol, aromatic amines, and heterocyclic substrates, eg, indoles, 8-hydroxyquinoline, imidazole, in fair to excellent yields by a very simple isolation protocol. The scope of the procedure is exemplified by the first iodination of 5- nitroindole to 3-iodo-5-nitroindole in 75% yield.

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