title: [Cycloaddition of 1-methyl-2(1H)-quinolones having an electron-withdrawing group at the 3 or 4-position with 1,3-butadiene derivatives].
abstract: Cycloaddition of 1-methyl-2(1H)-quinolones with electron-withdrawing groups such as methoxycarbonyl, cyano, and acetyl groups, at the 3 or 4-position with 2,3-dimethoxy- and 2-(trimethylsilyloxy)-1,3-butadienes afforded stereoselectively phenanthridone derivatives under atmospheric and high pressures. Furthermore, regioselectivities of the cycloaddition of 3- or 4-substituted 2 (1H)-quinolones with 2-(trimethylsilyloxy)-1,3-butadiene were examined using MO calculation.
authors.affiliation: Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan. refujita@tohoku-pharm.ac.jp
authors.forename: Reiko
authors.initials: R
authors.lastname: Fujita
authors.forename: Toshiteru
authors.initials: T
authors.lastname: Yoshisuji
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Watanabe
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Hongo
authors.forename: Hisao
authors.initials: H
authors.lastname: Matsuzaki
mesh_terms: D002070:Butadienes / Q000737:chemistry*; D003500:Cyclization; D004583:Electrons; D010617:Phenanthridines / Q000138:chemical synthesis; D015363:Quinolones / Q000737:chemistry*; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D002070:Butadienes; D010617:Phenanthridines; D015363:Quinolones; D014297:Trimethylsilyl Compounds