title: Palladium-Catalyzed C(sp(2))-H Alkylation of Aldehyde-Derived Hydrazones with Functionalized Difluoromethyl Bromides.
abstract: A palladium-catalyzed C(sp(2))-H difluoromethylation of aldehyde-derived hydrazones using bromodifluoromethylated compounds to afford the corresponding functionalized difluoromethylketone hydrazones has been established. It is proposed that a radical/SET mechanism proceeding via a difluoroalkyl radical may be involved in the catalytic cycle. Applications of the methodology to the synthesis of α,α-difluoro-β-ketoesters and α,α-difluoroketones (RCOCF2 H) have been illustrated.
authors.affiliation: Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CNRS UMR 5246, CPE Lyon, 43, Boulevard du 11 Novembre 1918, 69622, Villeurbanne, France.
authors.forename: Alexis
authors.initials: A
authors.lastname: Prieto
authors.affiliation: Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CNRS UMR 5246, CPE Lyon, 43, Boulevard du 11 Novembre 1918, 69622, Villeurbanne, France.
authors.forename: Romain
authors.initials: R
authors.lastname: Melot
authors.affiliation: Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CNRS UMR 5246, CPE Lyon, 43, Boulevard du 11 Novembre 1918, 69622, Villeurbanne, France. Bouyssi@univ-lyon1.fr.
authors.forename: Didier
authors.initials: D
authors.lastname: Bouyssi
authors.affiliation: Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CNRS UMR 5246, CPE Lyon, 43, Boulevard du 11 Novembre 1918, 69622, Villeurbanne, France. Monteiro@univ-lyon1.fr.
authors.forename: Nuno
authors.initials: N
authors.lastname: Monteiro
keywords: fluorine; homogeneous catalysis; hydrazones; palladium; reaction mechanisms