Ultrasound-Promoted One-Pot, Three-Component Synthesis of Spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] Derivatives

doi:10.3390/molecules17078674

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Molecules 2012, 17(7), 8674-8686; doi:10.3390/molecules17078674

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Ultrasound-Promoted One-Pot, Three-Component Synthesis of Spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] Derivatives

Juxian Wang¹, Xiaoguang Bai¹, Changliang Xu¹, Yucheng Wang^1,* , Wei Lin², Yi Zou² and Daqing Shi^2,*

¹ Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union, Medical College, Beijing 100050, China ² Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China

* Authors to whom correspondence should be addressed.

Received: 8 June 2012; in revised form: 28 June 2012 / Accepted: 13 July 2012 / Published: 23 July 2012

(This article belongs to the Special Issue Heterocycles)

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Abstract: A series of 3'-aminospiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2,5',10'-trione derivatives have been synthesized by a one-pot three-component reaction of isatin, malononitrile or ethyl cyanoacetate and phthalhydrazide catalyzed by piperidine under ultrasound irradiation. For comparison the reactions were carried out under both conventional and ultrasonic conditions. In general, improvement in rates and yields were observed when the reactions were carried out under sonication compared with classical conditions.

Keywords: multicomponent; ultrasound; spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine]; spirooxindole

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Cite This Article

MDPI and ACS Style

Wang, J.; Bai, X.; Xu, C.; Wang, Y.; Lin, W.; Zou, Y.; Shi, D. Ultrasound-Promoted One-Pot, Three-Component Synthesis of Spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] Derivatives. Molecules 2012, 17, 8674-8686.

AMA Style

Wang J, Bai X, Xu C, Wang Y, Lin W, Zou Y, Shi D. Ultrasound-Promoted One-Pot, Three-Component Synthesis of Spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] Derivatives. Molecules. 2012; 17(7):8674-8686.

Chicago/Turabian Style

Wang, Juxian; Bai, Xiaoguang; Xu, Changliang; Wang, Yucheng; Lin, Wei; Zou, Yi; Shi, Daqing. 2012. "Ultrasound-Promoted One-Pot, Three-Component Synthesis of Spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] Derivatives." Molecules 17, no. 7: 8674-8686.

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