Research on Chemical Intermediates

, Volume 44, Issue 5, pp 3211–3226 | Cite as

A green synthesis of 1,7-dihydrodipyrazolo[3,4-b:4′,3′-e]pyridin-3(2H)-one derivatives from deamination cyclization reactions in aqueous medium

  • Hui Xu
  • Lei Li
  • Zhansheng Wang
  • Junhua Xi
  • Liangce Rong
Article
  • 45 Downloads

Abstract

Efficient and green reactions of different aromatic aldehydes, 3-amino-1-phenyl-1H-pyrazol-5(4H)-one, and substituted 3-aminopyrazoles for the synthesis of pyrazolo[3,4-b:4′,3′-e]pyridin-3(2H)-one derivatives have been reported through deamination cyclization reactions. This is a new route for the generation of pyrazolo[3,4-b:4′,3′-e]pyridin-3(2H)-one compounds. According to the reported literature, these kinds of compounds have important optical properties, and have potential application prospects. Other advantages of this process are simple operation, easy separation, and a wide range of substrates. Best of all, this method possesses an environmentally benign procedure.

Keywords

Pyrazolo[3,4-b:4′,3′-e]pyridine Green synthesis Deamination reaction Aqueous medium 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one 

Notes

Acknowledgements

We are grateful to the National Natural Science Foundation of China (NSFC) (51174201, 21571087), the Open Foundation of Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials (K201312), the Major Projects of Natural Science Research in Jiangsu Province (15KJA150004), and the Priority Academic Program Development of Jiangsu Higher Education Institutions for financial support. This work was also sponsored by TAPP.

Supplementary material

11164_2018_3302_MOESM1_ESM.docx (1.9 mb)
1H NMR and 13C NMR spectra for all compounds are available free of charge via the Internet. (DOCX 1993 kb)

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Copyright information

© Springer Science+Business Media B.V., part of Springer Nature 2018

Authors and Affiliations

  • Hui Xu
    • 1
  • Lei Li
    • 1
  • Zhansheng Wang
    • 1
  • Junhua Xi
    • 1
  • Liangce Rong
    • 1
  1. 1.School of Chemistry and Materials Science, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional MaterialsJiangsu Normal UniversityXuzhouPeople’s Republic of China

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