title: Transition-Metal-Free α-Arylation of Enolizable Aryl Ketones and Mechanistic Evidence for a Radical Process.
abstract: The α-arylation of enolizable aryl ketones can be carried out with aryl halides under transition-metal-free conditions using KOtBu in DMF. The α-aryl ketones thus obtained can be used for step- and cost-economic syntheses of fused heterocycles and Tamoxifen. Mechanistic studies demonstrate the synergetic role of base and solvent for the initiation of the radical process.
authors.affiliation: Institut Charles Gerhardt Montpellier, ENSCM, 8 rue de l'Ecole Normale, 34296 Montpellier (France).|Département de chimie, Pavillon Alexandre-Vachon, Université Laval, 1045 avenue de la Médecine, Québec (Qc) G1V 0A6 (Canada).
authors.forename: Martin
authors.initials: M
authors.lastname: Pichette Drapeau
authors.affiliation: UPMC-ENS-CNRS-UMR 8640, Ecole Normale Supérieure, Département de chimie 24 rue Lhomond, 75231 Paris (France).|Institut de Recherche de Chimie Paris, CNRS-Chimie ParisTech, 11 rue Pierre et Marie Curie, 75005 Paris (France).
authors.forename: Indira
authors.initials: I
authors.lastname: Fabre
authors.affiliation: UPMC-ENS-CNRS-UMR 8640, Ecole Normale Supérieure, Département de chimie 24 rue Lhomond, 75231 Paris (France).
authors.forename: Laurence
authors.initials: L
authors.lastname: Grimaud
authors.affiliation: Institut de Recherche de Chimie Paris, CNRS-Chimie ParisTech, 11 rue Pierre et Marie Curie, 75005 Paris (France).
authors.forename: Ilaria
authors.initials: I
authors.lastname: Ciofini
authors.affiliation: Département de chimie, Pavillon Alexandre-Vachon, Université Laval, 1045 avenue de la Médecine, Québec (Qc) G1V 0A6 (Canada).
authors.forename: Thierry
authors.initials: T
authors.lastname: Ollevier
authors.affiliation: Institut Charles Gerhardt Montpellier, ENSCM, 8 rue de l'Ecole Normale, 34296 Montpellier (France). marc.taillefer@enscm.fr.
authors.forename: Marc
authors.initials: M
authors.lastname: Taillefer
keywords: CC coupling; arylation; ketones; reaction mechanisms