title: Oxidative cyclization of 2-aryl-3-arylamino-2-alkenenitriles to N-arylindole-3-carbonitriles mediated by NXS/Zn(OAc)2.
abstract: A variety of 2-aryl-3-arylamino-2-alkenenitriles were converted to N-arylindole-3-carbonitriles in a one-pot manner through NBS- or NCS-mediated halogenation followed by Zn(OAc)(2)-catalyzed intramolecular cyclization. It is postulated that the process involves the formation of arylnitrenium ion intermediates, which undergo the electrophilic aromatic substitution to give the cyclized N-arylindole product.
authors.affiliation: Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, PR China.
authors.forename: Qiao
authors.initials: Q
authors.lastname: Yan
authors.forename: Ji
authors.initials: J
authors.lastname: Luo
authors.forename: Daisy
authors.initials: D
authors.lastname: Zhang-Negrerie
authors.forename: Hui
authors.initials: H
authors.lastname: Li
authors.forename: Xiuxiang
authors.initials: X
authors.lastname: Qi
authors.forename: Kang
authors.initials: K
authors.lastname: Zhao
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction; D017967:Zinc Compounds / Q000737:chemistry*
chemical_list: D000475:Alkenes; D007211:Indoles; D009570:Nitriles; D017967:Zinc Compounds