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Iodine(III)-Mediated para-Selective Direct Imidation of Anilides
Journal article   Peer reviewed

Iodine(III)-Mediated para-Selective Direct Imidation of Anilides

Amélie Pialat, Julien Bergès, Axel Sabourin, Robin Vinck, Benoit Liegault and Marc Taillefer
Chemistry - A European Journal, Vol.21(28), pp.10014-10018
10/06/2015

Abstract

The direct, nucleophilic imidation of acetanilide derivatives has been performed under mild, iodine(III)-mediated or -catalyzed conditions, employing lithium triflimide as the nitrogen source. The reaction exhibits exclusive regioselectivity for the para position and shows a good tolerance for varied functional groups at both the ortho or meta positions. Preliminary mechanistic data suggest that the LiNTf2 reagent plays a key role in the reactivity.
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