Palladium-Catalyzed C(sp 2 )−H Alkylation of Aldehyde-Derived Hydrazones with Functionalized Difluoromethyl Bromides - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Angewandte Chemie International Edition Année : 2016

Palladium-Catalyzed C(sp 2 )−H Alkylation of Aldehyde-Derived Hydrazones with Functionalized Difluoromethyl Bromides

Résumé

A palladium-catalyzed C(sp 2) À Hd ifluoromethylation of aldehyde-derived hydrazones using bromodifluorome-thylated compounds to affordt he corresponding functional-ized difluoromethylketone hydrazones has been established. It is proposed that ar adical/SET mechanism proceeding via ad ifluoroalkylr adical mayb ei nvolved in the catalytic cycle. Applications of the methodology to the synthesis of a,a-difluoro-b-ketoesters and a,a-difluoroketones (RCOCF 2 H) have been illustrated.

Domaines

Chimie organique

Dates et versions

hal-02943305 , version 1 (23-09-2020)

Identifiants

Citer

Alexis Prieto, Romain Melot, Didier Bouyssi, Nuno Monteiro. Palladium-Catalyzed C(sp 2 )−H Alkylation of Aldehyde-Derived Hydrazones with Functionalized Difluoromethyl Bromides. Angewandte Chemie International Edition, 2016, 55 (5), pp.1885-1889. ⟨10.1002/anie.201510334⟩. ⟨hal-02943305⟩
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