[Cycloaddition of 1-methyl-2(1H)-quinolones having an electron-withdrawing group at the 3 or 4-position with 1,3-butadiene derivatives].
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.
Fujita
Reiko
R
Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan. refujita@tohoku-pharm.ac.jp
Yoshisuji
Toshiteru
T
Watanabe
Kazuhiro
K
Hongo
Hiroshi
H
Matsuzaki
Hisao
H
D002070:Butadienes / Q000737:chemistry*; D003500:Cyclization; D004583:Electrons; D010617:Phenanthridines / Q000138:chemical synthesis; D015363:Quinolones / Q000737:chemistry*; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
D002070:Butadienes; D010617:Phenanthridines; D015363:Quinolones; D014297:Trimethylsilyl Compounds