磷酸氢二钾催化多组分一锅法反应合成1,4-二氢吡喃并[2,3-c]吡唑衍生物

doi:10.11944/j.issn.1000-0518.2018.10.170393

摘要/Abstract

摘要：

绿色、简便、高效的催化四组分反应合成吡喃并[2,3-c]吡唑类杂环化合物是当今有机化学领域的研究热点。本文发展了在水与聚乙二醇(PEG-200)的混合液中,廉价易得的磷酸氢二钾(K₂HPO₄·3H₂O)催化乙酰乙酸乙酯、水合肼、芳香醛和丙二腈的多组分“一锅法”反应,合成一系列1,4-二氢吡喃并[2,3-c]吡唑-5-腈衍生物,产率为88%~98%。该方法避免了使用复杂昂贵的催化剂和繁琐的纯化过程。

关键词: 磷酸氢二钾, 1,4-二氢吡喃并[2,3-c]吡唑-5-腈, 多组分, 合成, 聚乙二醇200水溶液

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

李非,毛胜雪,孙越,吕成伟,安悦. 磷酸氢二钾催化多组分一锅法反应合成1,4-二氢吡喃并[2,3-c]吡唑衍生物[J]. 应用化学, 2018, 35(10): 1201-1207.

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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