有机化学 ›› 2019, Vol. 39 ›› Issue (7): 1923-1929.DOI: 10.6023/cjoc201901014 上一篇    下一篇

研究论文

氯胺-T促进的醛、肼与富马酸酯的三组分反应构建四取代吡唑类化合物

陈樱, 祝家楠, 赵圣印   

  1. 东华大学化学化工与生物工程学院 生态纺织教育部重点实验室 上海 201620
  • 收稿日期:2019-01-10 修回日期:2019-03-18 出版日期:2019-07-25 发布日期:2019-04-09
  • 通讯作者: 赵圣印 E-mail:syzhao8@dhu.edu.cn
  • 基金资助:

    上海市自然科学基金(No.15ZR1401400)资助项目.

Chloroamine-T Promoted Three-Component Reaction of Aldehydes, Hydrazines and Fumarate Esters for the Construction of Tetra-substituted Pyrazole Derivatives

Chen Ying, Zhu Jianan, Zhao Shengyin   

  1. Key Laboratory of Science and Technology of Exo-Textile, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620
  • Received:2019-01-10 Revised:2019-03-18 Online:2019-07-25 Published:2019-04-09
  • Contact: 10.6023/cjoc201901014 E-mail:syzhao8@dhu.edu.cn
  • Supported by:

    Project supported by the Natural Science Foundation of Shanghai City (No. 15ZR1401400).

吡唑作为一种五元含氮杂环类化合物,不仅具有抗菌、抗肿瘤和抗氧化等生物活性,而且是一种重要的有机合成中间体,对其进行合成研究具有重要意义.以醛和肼作为腙的反应前体,研究了氯胺-T促进的醛、肼与富马酸酯的

 

[3+2]环加成反应,对反应条件进行了优化,合成了四取代吡唑类化合物,收率在60%~87%之间,其结构经1H NMR、13C NMR、IR、HRMS等进行了确证.

关键词: 醛, 肼, 富马酸酯, 氯胺-T, 吡唑

Pyrazoles, a class of five-membered nitrogen-containing heterocyclic compounds, showed antibacterial, anticancer and antioxidative activity, and so on. They also served as important intermediates in organic synthesis. To develop the general and straightforward methods to their synthesis is of great significance. In this paper, a series of tetra-substituted pyrazoles were synthesized from aldehydes, hydrazines and fumarate esters by three-component[3+2] cycloaddition reaction in the presence of chloroamine-T with 60%~87% yields. Their structures were confirmed by 1H NMR, 13C NMR, IR and HRMS analysis.

Key words: aldehyde, aldehyde, fumarate ester, chloroamine-T, pyrazole