title: Nickel-catalyzed synthesis of diarylamines via oxidatively induced C-N bond formation at room temperature.
abstract: A nickel-catalyzed oxidative coupling of zinc amides with organomagnesium compounds selectively produces diarylamines under mild reaction conditions, with tolerance for chloride, bromide, hydroxyl, ester, and ketone groups. A diamine is bis-monoarylated. A bromoaniline undergoes N-arylation followed by Kumada-Tamao-Corriu coupling in one pot. The reaction may proceed via oxidatively induced reductive elimination of a nickel species.
authors.affiliation: Department of Chemistry, School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Laurean
authors.initials: L
authors.lastname: Ilies
authors.forename: Tatsuaki
authors.initials: T
authors.lastname: Matsubara
authors.forename: Eiichi
authors.initials: E
authors.lastname: Nakamura
mesh_terms: D000577:Amides / Q000737:chemistry; D002384:Catalysis; D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D010084:Oxidation-Reduction; D013696:Temperature
chemical_list: D000577:Amides; D003959:Diamines; D006846:Hydrocarbons, Halogenated; D009532:Nickel