New one-step procedure for the synthesis of 6H-chromeno[4,3-b]quinolines and 8a,9,14,14a-tetrahydro-8H-benzo[5,6]chromeno[4,3-b]quinolines

被引：21
|
作者：
Tomashevskaya, M. M. [1 ]
Tomashenko, O. A. [1 ]
Tomashevskii, A. A. [1 ]
Sokolov, V. V. [1 ]
Potekhin, A. A. [1 ]
机构：
[1] St Petersburg State Univ, St Petersburg 198504, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 43卷 / 01期
关键词：
D O I：
10.1134/S1070428007010095
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Schiff bases generated in situ from substituted anilines and 2-allyloxybenzaldehyde underwent acid-catalyzed intramolecular Diels-Alder reaction followed by dehydrogenation to give 6H-chromeno[4,3-b]-quinolines. Under analogous conditions, derivatives of 2-allyloxynaphthalene-1-carbaldehyde were converted into 8a,9,14,14a-tetrahydro-8H-benzo[5,6]chromeno[4,3-b]quinolines. Possible dehydrogenation mechanisms are discussed.
引用
收藏
页码：77 / 82
页数：6
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