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Iodine(III)‐Mediated para‐Selective Direct Imidation of Anilides
Authors:Dr Amélie Pialat  Julien Bergès  Axel Sabourin  Robin Vinck  Dr Benoît Liégault  Dr Marc Taillefer
Affiliation:Institut Charles Gerhardt, UMR‐CNRS 5253, AM2N, ENSCM, 8 rue de l'école normale, 34296 Montpellier Cedex 5 (France)
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.
Keywords:C  N bond formation  hypervalent iodine  oxidative coupling  para‐phenylenediamines  umpolung
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