Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione

被引:38
作者
Sun, Yan [1 ]
Sun, Jing [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
arylamine; cyclopentanedione; isatin; multicomponent reaction; spiro compound; ONE-POT; EFFICIENT SYNTHESIS; SPIRO;
D O I
10.3762/bjoc.9.2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A fast and convenient protocol for the synthesis of novel spiro[dihydropyridine-oxindole] derivatives in satisfactory yields was developed by the three-component reactions of arylamine, isatin and cyclopentane-1,3-dione in acetic acid at room temperature. On the other hand the condensation of isatin with two equivalents of cyclopentane-1,3-dione gave 3,3-bis(2-hydroxy-5-oxo-cyclopent-1-enyl)oxindole in high yields. The reaction mechanism and substrate scope of this novel reaction is briefly discussed.
引用
收藏
页码:8 / 14
页数:7
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