title: Povarov-type reaction using methyl as new input: direct synthesis of substituted quinolines by I2-mediated formal [3 + 2 + 1] cycloaddition.
abstract: A highly efficient molecular iodine mediated formal [3 + 2 + 1] cycloaddition reaction for the direct synthesis of substituted quinolines from methyl ketones, arylamines, and styrenes is developed. The methyl group of the methyl ketone represents uniquely reactive input in the Povarov reaction. A self-sequenced iodination/Kornblum oxidation/Povarov/aromatization mechanism has been proposed as a possible reaction sequence to account for the results observed in this study.
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University , Wuhan 430079, P. R. China.
authors.forename: Qinghe
authors.initials: Q
authors.lastname: Gao
authors.forename: Shan
authors.initials: S
authors.lastname: Liu
authors.forename: Xia
authors.initials: X
authors.lastname: Wu
authors.forename: Anxin
authors.initials: A
authors.lastname: Wu
mesh_terms: D000588:Amines / Q000737:chemistry; D002384:Catalysis; D061565:Cycloaddition Reaction; D007455:Iodine / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013343:Styrenes / Q000737:chemistry
chemical_list: D000588:Amines; D007659:Ketones; D011804:Quinolines; D013343:Styrenes; D007455:Iodine