title: Copper-catalysed intramolecular O-arylation: a simple and efficient method for benzoxazole synthesis.
abstract: A wide range of 2-substituted benzoxazoles can be efficiently synthesized from N-(2-iodo-/bromo-phenyl)benzamides, and even the less reactive N-(2-chlorophenyl)benzamides, via Cu-catalysed intramolecular coupling cyclization reactions using methyl 2-methoxybenzoate as the ligand under mild reaction conditions. In addition, the benzoxazoles can be easily prepared from the primary amides coupling with o-dihalobenzenes in a single step.
authors.affiliation: School of Chemistry and Chemical Engineering/Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, Shihezi 832003, China. cesxjw@gmail.com.
authors.forename: Fengtian
authors.initials: F
authors.lastname: Wu
authors.forename: Jie
authors.initials: J
authors.lastname: Zhang
authors.forename: Qianbing
authors.initials: Q
authors.lastname: Wei
authors.forename: Ping
authors.initials: P
authors.lastname: Liu
authors.forename: Jianwei
authors.initials: J
authors.lastname: Xie
authors.forename: Haojie
authors.initials: H
authors.lastname: Jiang
authors.forename: Bin
authors.initials: B
authors.lastname: Dai
mesh_terms: D000577:Amides / Q000737:chemistry; D001549:Benzamides / Q000737:chemistry*; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D054879:Halogenation; D062425:Hydroxybenzoate Ethers / Q000737:chemistry; D008024:Ligands; D012459:Salicylates / Q000737:chemistry
chemical_list: D000577:Amides; D001549:Benzamides; D001583:Benzoxazoles; D062425:Hydroxybenzoate Ethers; D008024:Ligands; D012459:Salicylates; C081914:2-methoxybenzoic acid; C037689:benzamide; D003300:Copper