Synthesis of spiro[indoline-3,1′-quinolizines] and spiro[indoline-3,4′-pyrido[1,2-a]quinolines] via three-component reactions of azaarenes, acetylenedicarboxylate, and 3-methyleneoxindoles

被引:1
|
作者
Sun, Jing [1 ]
Gong, Hui [1 ]
Sun, Yan [1 ]
Yan, Chao-Guo [1 ]
机构
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Peoples R China
基金
中国国家自然科学基金;
关键词
Multicomponent reaction; MCR; Domino reaction; Diels-Alder reaction; Spirooxindole; Isoquinolinuclidine; Spiro[indoline-3,1 '-quinolizines; DIELS-ALDER REACTION; CYCLOADDITION REACTIONS; EFFICIENT SYNTHESIS; FACILE SYNTHESIS; CONSTRUCTION; HETEROCYCLES; STRATEGIES; CARBON;
D O I
10.1007/s11030-013-9459-5
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The three-component reactions of substituted pyridines, dimethyl acetylenedicarboxylates, and 3-phenacylideneoxindoles afforded spiro[indoline-3,1'-quinolizines] in high yields and with high diastereoselectivity. The Diels-Alder reactions of spiro[indoline-3,1'-quinolizines] with maleic anhydride and -phenyl maleimides successfully resulted in polyfunctionalized isoquinolinuclidine derivatives. The similar three-component reactions with quinoline resulted in the novel spiro[indoline-3,4'-pyrido[1,2-a]quinolines] in moderate to good yields.
引用
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页码:627 / 639
页数:13
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