title: Nickel-catalyzed direct alkylation of C-H bonds in benzamides and acrylamides with functionalized alkyl halides via bidentate-chelation assistance.
abstract: The alkylation of the ortho C-H bonds in benzamides and acrylamides containing an 8-aminoquinoline moiety as a bidentate directing group with unactivated alkyl halides using nickel complexes as catalysts is described. The reaction shows high functional group compatibility. In reactions of meta-substituted aromatic amides, the reaction proceeds in a highly selective manner at the less hindered C-H bond.
authors.affiliation: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Aihara
authors.forename: Naoto
authors.initials: N
authors.lastname: Chatani
mesh_terms: D000178:Acrylamides / Q000737:chemistry*; D000478:Alkylation; D001549:Benzamides / Q000737:chemistry*; D002384:Catalysis; D002614:Chelating Agents / Q000138:chemical synthesis* / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*
chemical_list: D000178:Acrylamides; D001549:Benzamides; D002614:Chelating Agents; D006846:Hydrocarbons, Halogenated; D009942:Organometallic Compounds; D009532:Nickel