title: One-pot approach to 2,3-disubstituted-2,3-dihydro-4-quinolones from 2-alkynylbenzamides.
abstract: Concise and efficient syntheses of various trans-2,3-disubstituted-2,3-dihydro-4-quinolones have been achieved via tandem Hofmann-type rearrangement of 2-alkynylbenzamides, nucleophilic addition of alcohols to the isocyanate intermediates, intermolecular [2+2]-cycloaddition with carbon-carbon triple bonds and aldehydes, and intramolecular aminocyclization of nitrogen of carbamates to the α,β-unsaturated ketones.
authors.affiliation: Faculty of Pharmaceutical Sciences, Hiroshima International University, 5-1-1 Hirokoshingai, Kure, Hiroshima 737-0112, Japan.
authors.forename: Noriko
authors.initials: N
authors.lastname: Okamoto
authors.forename: Kei
authors.initials: K
authors.lastname: Takeda
authors.forename: Minoru
authors.initials: M
authors.lastname: Ishikura
authors.forename: Reiko
authors.initials: R
authors.lastname: Yanada
mesh_terms: D042462:4-Quinolones / Q000138:chemical synthesis* / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry; D002219:Carbamates / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D042462:4-Quinolones; D000475:Alkenes; D002219:Carbamates; D007659:Ketones