title: Iodine(III)-Mediated para-Selective Direct Imidation of Anilides.
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.
authors.affiliation: Institut Charles Gerhardt, UMR-CNRS 5253, AM2N, ENSCM, 8 rue de l'école normale, 34296 Montpellier Cedex 5 (France).
authors.forename: Amélie
authors.initials: A
authors.lastname: Pialat
authors.affiliation: Institut Charles Gerhardt, UMR-CNRS 5253, AM2N, ENSCM, 8 rue de l'école normale, 34296 Montpellier Cedex 5 (France).
authors.forename: Julien
authors.initials: J
authors.lastname: Bergès
authors.affiliation: Institut Charles Gerhardt, UMR-CNRS 5253, AM2N, ENSCM, 8 rue de l'école normale, 34296 Montpellier Cedex 5 (France).
authors.forename: Axel
authors.initials: A
authors.lastname: Sabourin
authors.affiliation: Institut Charles Gerhardt, UMR-CNRS 5253, AM2N, ENSCM, 8 rue de l'école normale, 34296 Montpellier Cedex 5 (France).
authors.forename: Robin
authors.initials: R
authors.lastname: Vinck
authors.affiliation: Institut Charles Gerhardt, UMR-CNRS 5253, AM2N, ENSCM, 8 rue de l'école normale, 34296 Montpellier Cedex 5 (France). benoit.liegault@enscm.fr.
authors.forename: Benoît
authors.initials: B
authors.lastname: Liégault
authors.affiliation: Institut Charles Gerhardt, UMR-CNRS 5253, AM2N, ENSCM, 8 rue de l'école normale, 34296 Montpellier Cedex 5 (France). marc.taillefer@enscm.fr.
authors.forename: Marc
authors.initials: M
authors.lastname: Taillefer
keywords: CN bond formation; hypervalent iodine; oxidative coupling; para-phenylenediamines; umpolung