Palladium‐Catalyzed C(sp2)−H Alkylation of Aldehyde‐Derived Hydrazones with Functionalized Difluoromethyl Bromides |
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Authors: | Alexis Prieto Romain Melot Dr Didier Bouyssi Dr Nuno Monteiro |
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Institution: | Université Lyon 1, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CNRS UMR 5246, CPE Lyon, Villeurbanne, France |
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Abstract: | A palladium‐catalyzed C(sp2)?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 (RCOCF2H) have been illustrated. |
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Keywords: | fluorine homogeneous catalysis hydrazones palladium reaction mechanisms |
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