Novel synthesis of tetrahydro-2(1H)-quinolones using Diels-Alder reactions of 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group

被引：17
|
作者：
Fujita, R [1 ]
Watanabe, K
Ikeura, W
Ohtake, Y
Hongo, H
Harigaya, Y
Matsuzaki, H
机构：
[1] Tohoku Pharmaceut Univ, Aoba Ku, Sendai, Miyagi 9818558, Japan
[2] Kitasato Univ, Sch Pharmaceut Sci, Minato Ku, Tokyo 1088642, Japan
来源：
TETRAHEDRON | 2001年 / 57卷 / 42期
关键词：
1-arylsulfonyl-2(1H)-pyridone; tetrahydro-2(1H)-quinolone; Diels-Alder reaction; MO calculation;
D O I：
10.1016/S0040-4020(01)00893-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel synthetic methodology of preparing tetrahydro-2(1H)-quinolones by Diels-Alder reactions between 2-methyl- and 2,3-dimethyl-1,3-butadienes and 1-arylsulfonyl-2(1H)-pyridones having an electron-withdrawing group at the 5-position is presented. Furthermore, the site-selectivity analyses based on MO calculations of the 5-substituted 2(1H)-pyridones acting as the dienophiles are described. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8841 / 8850
页数：10
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