Nickel-catalyzed direct arylation of C(sp3)-H bonds in aliphatic amides via bidentate-chelation assistance.

作者: Yoshinori Aihara , Naoto Chatani

DOI: 10.1021/JA411715V

关键词: NickelBond cleavageCatalysisMethyleneDenticityOrganic chemistryArylCatalytic cycleMedicinal chemistryMoietyChemistry

摘要: The Ni-catalyzed, direct arylation of C(sp3)–H (methyl and methylene) bonds in aliphatic amides containing an 8-aminoquinoline moiety as a bidentate directing group with aryl halides is described. Deuterium-labeling experiments indicate that the C–H bond cleavage step fast reversible. Various nickel complexes including both Ni(II) Ni(0) show high catalytic activity. results series mechanistic reaction does not proceed through Ni(0)/Ni(II) cycle, but probably Ni(II)/Ni(IV) cycle.

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