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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

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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.

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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).

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  1. School of Chemistry and Materials Science, Jiangsu Normal University, Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Xuzhou, Jiangsu, 221116, People’s Republic of China

    Lei Dai, Kaimin Mao, Zhengbing Pan & Liangce Rong

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  1. Lei Dai
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Correspondence to Liangce Rong.

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Dai, L., Mao, K., Pan, Z. et al. 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. Res Chem Intermed 45, 769–788 (2019). https://doi.org/10.1007/s11164-018-3642-3

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