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Research on Chemical Intermediates

, Volume 45, Issue 2, pp 769–788 | Cite as

Green metal-free synthesis of spiro-fused 3,4′-pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine derivatives via deamination cyclization reactions in aqueous medium

  • Lei Dai
  • Kaimin Mao
  • Zhengbing Pan
  • Liangce RongEmail author
Article
  • 55 Downloads

Abstract

A green metal-free synthesis of spiro-fused 3,4′-pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine derivatives via deamination cyclization reactions of isatins, substituted 1H-pyrazol-5-amine, and 6-aminopyrimidine-2,4(1H,3H)-dione or 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione in aqueous medium is reported. This is an efficient route for synthesis of the target products by deamination cyclization reaction. The other advantages of this process are high yield, easy separation, wide substrate range, and environmental friendliness.

Keywords

Pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine Green synthesis Deamination reaction Aqueous medium Spiro compound 

Notes

Acknowledgements

We are grateful to the National Natural Science Foundation of China (NSFC) (no. 21571087), Open Foundation of Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials (no. K201312), Natural Science Foundation of the Jiangsu Higher Education Institutions of China (no. 18KJA150004), and Innovation Project for Graduate Student of Jiangsu Province (no. KYCX18_2102). This work was also sponsored by TAPP (PPZY2015B110).

Supplementary material

11164_2018_3642_MOESM1_ESM.docx (2.8 mb)
Supplementary material 1 (DOCX 2872 kb)

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Copyright information

© Springer Nature B.V. 2018

Authors and Affiliations

  • Lei Dai
    • 1
  • Kaimin Mao
    • 1
  • Zhengbing Pan
    • 1
  • Liangce Rong
    • 1
    Email author
  1. 1.School of Chemistry and Materials ScienceJiangsu Normal University, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional MaterialsXuzhouPeople’s Republic of China

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