Dipotassium Hydrogenphosphate Assisted Multi-component One-Pot Synthesis of 1,4-Hihydropyrano[2,3-c]pyrazole Derivatives

doi:10.11944/j.issn.1000-0518.2018.10.170393

Chinese Journal of Applied Chemistry ›› 2018, Vol. 35 ›› Issue (10): 1201-1207.DOI: 10.11944/j.issn.1000-0518.2018.10.170393

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Dipotassium Hydrogenphosphate Assisted Multi-component One-Pot Synthesis of 1,4-Hihydropyrano[2,3-c]pyrazole Derivatives

LI Fei,MAO Shengxue,SUN Yue,LÜ Chengwei(),AN Yue

School of Chemistry and Chemical Engineering,Liaoning Normal University,Dalian,Liaoning 116029, China

Received:2017-11-02 Accepted:2017-12-15 Published:2018-10-01 Online:2018-10-09
Contact: LÜ Chengwei
Supported by:
Supported by the National Natural Science Foundation of China(No.21403100), Liaoning Province, the Doctoral Scientific Research Foundation(No.20141100), the Key Laboratory of Education Department of Liaoning Province(No.L201683656)

Abstract

Abstract:

Catalytic one-pot four-component reaction is an ideal strategy for efficient and facile synthesis of pyrano[2,3-c]pyrazoles. The efficacy of dipotassium hydrogenphosphate(K₂HPO₄·3H₂O) as a cheap and readily accessible catalyst for the synthesis of 1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile derivatives via one-pot four-component reaction of ethyl acetoacetate, hydrazine hydrate, aryl aldehydes, and malononitrile was described in this paper. These multi-component condensations proceeded smoothly in aqueous polyethylene glycol(PEG-200) and the corresponding products were obtained in 88%~98% yields. This improved protocol eliminates the problems associated with expensive complex catalyst and tedious purification procedures.

Key words: dipotassium hydrogenphosphate, 1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile, multi-component reaction, synthesis, aqueous polyethylene glycol 200

LI Fei,MAO Shengxue,SUN Yue,LÜ Chengwei,AN Yue. Dipotassium Hydrogenphosphate Assisted Multi-component One-Pot Synthesis of 1,4-Hihydropyrano[2,3-c]pyrazole Derivatives[J]. Chinese Journal of Applied Chemistry, 2018, 35(10): 1201-1207.

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Dipotassium Hydrogenphosphate Assisted Multi-component One-Pot Synthesis of 1,4-Hihydropyrano[2,3-c]pyrazole Derivatives

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