Synthesis 2018; 50(03): 583-592
DOI: 10.1055/s-0036-1589124
paper
© Georg Thieme Verlag Stuttgart · New York

An Efficient Fe/H2O Medium in situ Reduction and Cyclization Reaction for the Synthesis of Pyrazolo[3,4-a]acridin-10-one and Pyrazolo[4,3-a]acridin-10-one Derivatives

Hui Xu
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. of China   Email: lcrong@jsnu.edu.cn
,
Lei Li
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. of China   Email: lcrong@jsnu.edu.cn
,
Cong Lin
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. of China   Email: lcrong@jsnu.edu.cn
,
Wang Kou
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. of China   Email: lcrong@jsnu.edu.cn
,
Zhi Ling
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. of China   Email: lcrong@jsnu.edu.cn
,
Zhongyun Xu
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. of China   Email: lcrong@jsnu.edu.cn
,
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116, Jiangsu, P. R. of China   Email: lcrong@jsnu.edu.cn
› Author Affiliations
We are grateful to National Natural Science Foundation of China (NSFC) (No. 51174201, 21571087), the Open Foundation of Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials (No. K201312), the Major Projects of Natural Science Research in Jiangsu Province (No. 15KJA150004), the Innovation Project for Graduate Student of Jiangsu Province (No. KYCX17_1587), the Priority Academic Program Development of Jiangsu Higher Education Institutions for financial support, and this work was also sponsored by TAPP.
Further Information

Publication History

Received: 15 August 2017

Accepted after revision: 28 September 2017

Publication Date:
20 October 2017 (online)


Abstract

An efficient and simple method for the synthesis of pyrazolo[3,4-a]acridine and pyrazolo[4,3-a]acridine derivatives directly form nitro compounds by in situ reduction and cyclization reaction under Fe/H2O medium is reported. Compared to amino compounds, nitro compounds are more stable and easier to obtain. In addition, because iron is a nontoxic, inexpensive, and environmentally friendly reductant, this method is especially suitable for organic synthesis. The other advantages of this process are cheap raw materials, less pollution, and wide substrate range.

Supporting Information

 
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