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Molecules 2012, 17(11), 12704-12717; doi:10.3390/molecules171112704

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

1
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
2
Tianjin ShuiGe Hospital, Tianjin 300120, China
3
Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory, Xinchang 312500, China
4
Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
These authors contributed equally to this work.
*
Authors to whom correspondence should be addressed.
Received: 4 September 2012 / Revised: 16 October 2012 / Accepted: 18 October 2012 / Published: 26 October 2012
(This article belongs to the Section Organic Synthesis)
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Abstract

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 α-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. View Full-Text
Keywords: dispirooxindole; three-component reaction; 1,3-dipolar cycloaddition; azomethine ylide dispirooxindole; three-component reaction; 1,3-dipolar cycloaddition; azomethine ylide
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Huang, Z.; Zhao, Q.; Chen, G.; Wang, H.; Lin, W.; Xu, L.; Liu, H.; Wang, J.; Shi, D.; Wang, Y. An Efficient Synthesis of Novel Dispirooxindole Derivatives via One-Pot Three-Component 1,3-Dipolar Cycloaddition Reactions. Molecules 2012, 17, 12704-12717.

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