Browsing by Subject "fluorine substitution"

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    Palladium-Catalyzed Site-Selective Fluorination of Unactivated C(sp3)−H Bonds
    (ACS, 2015-07) Miao, Jinmin; Yang, Ke; Kurek, Martin; Ge, Haibo; Department of Chemistry & Chemical Biology, School of Science
    The transition-metal-catalyzed direct C–H bond fluorination is an attractive synthetic tool toward the preparation of organofluorines. While many methods exist for the direct sp3 C–H functionalization, site-selective fluorination of unactivated sp3 carbons remains a challenge. Direct, highly site-selective and diastereoselective fluorination of aliphatic amides via a palladium-catalyzed bidentate ligand-directed C–H bond functionalization process on unactivated sp3 carbons is reported. With this approach, a wide variety of β-fluorinated amino acid derivatives and aliphatic amides, important motifs in medicinal and agricultural chemistry, were prepared with palladium acetate as the catalyst and Selectfluor as the fluorine source.