title: PhI(OCOCF3)2-mediated C-C bond formation concomitant with a 1,2-aryl shift in a metal-free synthesis of 3-arylquinolin-2-ones.
abstract: The reaction of the readily available N-methyl-N-phenylcinnamamides with phenyliodine bis(trifluoroacetate) (PIFA) in the presence of Lewis acids provides a general and efficient assembly of a variety of 3-arylquinolin-2-one compounds. This novel approach features not only metal-free oxidative C(sp(2))-C(sp(2)) bond formation but also an exclusive 1,2-aryl migration.
authors.affiliation: Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University , Tianjin 300072, China.
authors.forename: Le
authors.initials: L
authors.lastname: Liu
authors.forename: Hang
authors.initials: H
authors.lastname: Lu
authors.forename: Hong
authors.initials: H
authors.lastname: Wang
authors.forename: Chao
authors.initials: C
authors.lastname: Yang
authors.forename: Xiang
authors.initials: X
authors.lastname: Zhang
authors.forename: Daisy
authors.initials: D
authors.lastname: Zhang-Negrerie
authors.forename: Yunfei
authors.initials: Y
authors.lastname: Du
authors.forename: Kang
authors.initials: K
authors.lastname: Zhao
mesh_terms: D007462:Iodobenzenes / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D014269:Trifluoroacetic Acid / Q000737:chemistry*
chemical_list: D007462:Iodobenzenes; D058116:Lewis Acids; D015363:Quinolones; C517666:phenyliodine(III) bis(trifluoroacetate); D014269:Trifluoroacetic Acid