One-Pot Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazoles Catalyzed by Basic Ionic Liquids

doi:10.6023/cjoc1104181

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (01): 127-132.DOI: 10.6023/cjoc1104181 Previous Articles Next Articles

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碱性离子液体催化“一锅法”合成1,4-二氢吡喃并[2,3-c]吡唑

李晓君, 郭红云

浙江工业大学化学工程与材料学院杭州 310014

收稿日期:2011-04-18 修回日期:2011-08-04 发布日期:2011-09-06
通讯作者: 郭红云 E-mail:guohy63@163.com

One-Pot Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazoles Catalyzed by Basic Ionic Liquids

Li Xiaojun, Guo Hongyun

College of Chemical Engineering and Material Science, Zhejiang University of Technology, Hangzhou 310014

Received:2011-04-18 Revised:2011-08-04 Published:2011-09-06
Contact: Guo Hongyun E-mail:guohy63@163.com

A series of 1,4-dihydropyrano[2,3-c]pyrazoles were synthesized via four-component one-pot reaction of aromatic aldehyde, malononitrile, ethyl benzoylacetate and hydrazine or hydrazinobenzene. 1-Butyl-3-methyl imidazolium hydroxide ([bmim]OH) was used as basic ionic liquid catalyst. The effect of catalyst, reaction temperature, catalyst amount and solvent on the yield were investigated. The optimum reaction condition was determined and the possible mechanism was proposed. Besides, the catalyst could be recovered conveniently and reused for at least four times without evident loss of activity. The products were identified by ¹H NMR, IR, MS techniques and elemental analysis. The present methodology offers several advantages such as milder reaction condition, shorter reaction time, excellent yield and environmental friendliness.

Key words: basic ionic liquid, one-pot reaction, 1,4-dihydropyrano[2,3-c]pyrazoles

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Li Xiaojun, Guo Hongyun . One-Pot Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazoles Catalyzed by Basic Ionic Liquids[J]. Chin. J. Org. Chem., 2012, 32(01): 127-132.

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碱性离子液体催化“一锅法”合成1,4-二氢吡喃并[2,3-c]吡唑

One-Pot Synthesis of 1,4-Dihydropyrano[2,3-c]pyrazoles Catalyzed by Basic Ionic Liquids

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