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Iodine(III)-mediated ethoxychlorination of enamides with iron(III) chloride
Authors:Sophie Nocquet-Thibault  Corinne MinardPascal Retailleau  Kevin CariouRobert H. Dodd
Affiliation:Centre de Recherche de Gif-sur-Yvette, Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette Cedex, France
Abstract:The combination of (diacetoxyiodo)benzene and iron(III) chloride in ethanol allows the efficient regioselective ethoxychlorination of a broad range of enamides. Mechanistic studies tend to rule out the involvement of free radical species and point towards the implication of a mixed [chloro(ethoxy)iodo]benzene intermediate.
Keywords:Hypervalent iodine   Umpolung   Chlorination   Enamides
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