An Efficient Synthesis of Novel Dispirooxindole Derivatives via One-Pot Three-Component 1,3-Dipolar Cycloaddition Reactions

被引：23
|
作者：
Huang, Zhibin [1 ]
Zhao, Qian [2 ]
Chen, Gang [3 ]
Wang, Huiyuan [1 ]
Lin, Wei [1 ]
Xu, Lexing [4 ,5 ]
Liu, Hongtao [4 ,5 ]
Wang, Juxian [4 ,5 ]
Shi, Daqing [1 ]
Wang, Yucheng [4 ,5 ]
机构：
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Tianjin ShuiGe Hosp, Tianjin 300120, Peoples R China
[3] Zhejiang Med Co Ltd, Xinchang Pharmaceut Factory, Xinchang 312500, Peoples R China
[4] Chinese Acad Med Sci, Inst Med Biotechnol, Beijing 100050, Peoples R China
[5] Peking Union Med Coll, Beijing 100050, Peoples R China
来源：
MOLECULES | 2012年 / 17卷 / 11期
关键词：
dispirooxindole; three-component reaction; 1,3-dipolar cycloaddition; azomethine ylide; IMINIUM ION ROUTE; X=Y-ZH COMPOUNDS; AZOMETHINE YLIDES; REGIOSELECTIVE SYNTHESIS; MULTICOMPONENT REACTIONS; POTENTIAL 1,3-DIPOLES; ANESTHETIC ACTIVITY; ACID-DERIVATIVES; BARBITURIC-ACIDS; ALKALOIDS;
D O I：
10.3390/molecules171112704
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：
A series of novel dispirooxindoles have been synthesized through three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ by the decarboxylative condensation of isatin and an alpha-amino acid with the dipolarophile 5-benzylidene-1,3-dimethylpyrimidine-2,4,6-trione. This method has the advantages of mild reaction conditions, high atom economy, excellent yields, and high regio- and stereo-selectivity.
引用
收藏
页码：12704 / 12717
页数：14
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