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Combinatorial Synthesis of Pyrazoloquinoline and Pyrazoloacridine Derivatives with High Regioselectivity

[ Vol. 16 , Issue. 7 ]

Author(s):

Dong-Sheng Chen, Yu-Jing Zhou, Yu-Ling Li, Chang-Sheng Yao and Xiang-Shan Wang   Pages 550 - 561 ( 12 )

Abstract:


Three-component reaction of aldehyde, 1H-indazol-6-amine and 1,3-dicarbonyl compounds in EtOH under catalyst-free conditions, generates the corresponding pyrazolo[3,4-a]acridine, cyclopenta[b]pyrazolo[3,4-f]quinoline, indeno[1,2-b]pyrazolo[3,4-f]quinoline and benzo[h]pyrazolo[3,4-a]acridine derivatives in high yields and regioselectivity, respectively. The dicarbonyl compounds include 5,5-dimethylcyclohexane-1,3-dione, cyclopentane-1,3-dione, 2H-indene- 1,3-dione and 2-hydroxynaphthalene-1,4-dione.

Keywords:

1H-indazol-6-amine, catalyst free, pyrazolo[3, 4-a]acridine, pyrazolo[3, 4-f]quinoline, synthesis.

Affiliation:

School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University, Xuzhou Jiangsu 221116, P.R. China.



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