Diels-Alder cycloadditions of 2(1H)-quinolones having an electron withdrawing group at the 3-position acting as dienophiles with dienes

被引：16

作者：

Fujita, R

Watanabe, K

Yoshisuji, T

Kabuto, C

Matsuzaki, H

Hongo, H

机构：

[1] Tohoku Pharmaceut Univ, Aoba Ku, Sendai, Miyagi 9818558, Japan

[2] Tohoku Univ, Fac Sci, Dept Chem, Sendai, Miyagi 9808578, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2001年 / 49卷 / 07期

关键词：

3-substituted 2(1H)-quinolone; Diels-Alder cycloaddition; regioselectivity; chemoselectivity; electron-withdrawing group; MO calculation;

D O I：

10.1248/cpb.49.893

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Diels-Alder cycloadditions of 2(1H)-quinolones having an electron-withdrawing group at the 3-position with alkyl- and silyloxy-1 3-butadienes (2a,b) were carried out to give phenanthridones richly functionalized regio- or stereoselectively under conditions of atmospheric and high pressure. Furthermore, regioselectivity and chemoselectivity of 3-substituted 2(1H)-quinolones to 2a, b were examined using MO calculation.

引用

页码：893 / 899

页数：7

共 27 条

[1] BROMINATION STUDIES OF ALKYL-SUBSTITUTED 2-PYRIDONES AND 2-QUINOLONES [J].