无溶剂高效合成吡喃并[2,3-c]吡唑衍生物  

Efficient synthesis of Pyrano[2,3-c]pyrazole derivatives without solvent

作　　者：黄爱昊 刘金彪[1] 卢博为[2,3] 谢志强 卢俊瑞 HUANG Aihao;LIU Jinbiao;LU Bowei;XIE Zhiqiang;LU Junrui(School of Chemistry and Chemical Engineering,Tianjin University of Technology,Tianjin 300384,China;Chemical Engineering Institute,Tianjin University,Tianjin 300072,China;Tianjin Ruiling Chemical Co.,Ltd.,Tianjin 300384,China;College of Chemistry,Nankai University,Tianjin 300071,China)

机构地区：[1]天津理工大学化学化工学院,天津300384 [2]天津大学化工学院,天津300072 [3]天津瑞岭化工有限公司,天津300384 [4]南开大学化学学院,天津300071

出　　处：《天津理工大学学报》2022年第2期29-33,共5页Journal of Tianjin University of Technology

基　　金：国家自然科学基金(21476174)。

摘　　要：吡喃并[2,3-c]吡唑类化合物作为一种极具前景和优势的结构单元,在医药和农业领域具有相当大的研究价值。本文在无溶剂条件下,以取代肼、取代醛、乙酰乙酸乙酯和丙二腈为原料,研究探讨反应时间、催化剂用量和温度对产率的影响,确定了最优反应条件,在此基础上,成功合成了一系列不同取代的吡喃并[2,3-c]吡唑化合物。在最优条件下,通过对不同时段的反应进行检测,推断出其发生的反应机理。目标化合物的结构经^(1)H-NMR、^(13)C-NMR和高分辨质谱仪(high resolution mass spectrometer,HRMS)确证。该方法所得目标化合物收率良好,操作简便,实用性强,具有潜在的工业化前景。Pyrano[2,3-c]pyrazole compounds are scaffolds of considerable interest as a promising and privileged motifs in fields related to pharmaceutical and agrochemical industries. In this paper, taking the Substituted hydrazine, Substituted aldehydes, Ehyl acetoacetate and Mlononitrile as the reaction substrates, the effects of reaction time, catalyst dosage and temperature on the yield were studied. With the optimum conditions determined, a series of Pyrano[2,3- c]pyrazoles compounds were successfully synthesized under solvent-free conditions. Under the optimal conditions, the possible reaction mechanism was deduced by detecting the reaction in different time periods. The structure of the target compounds was confirmed by ^(1)H-NMR,^(13)C-NMR and high resolution mass spectrometry (HRMS). This method has good yields of the target compounds, which is simple, highly practical and has industrial potential.

关 键 词：吡喃并[2 3-c]吡唑 无溶剂 高效 

分 类 号：O626[理学—有机化学]