有机化学 ›› 2018, Vol. 38 ›› Issue (8): 2054-2059.DOI: 10.6023/cjoc201801015 上一篇    下一篇

研究论文

多组分一锅法合成N-取代-4-羟基-2-吡啶酮

白飞成, 胡德庆, 刘云云, 韦丽   

  1. 江西师范大学化学化工学院 南昌 330022
  • 收稿日期:2018-01-08 修回日期:2018-03-21 发布日期:2018-04-27
  • 通讯作者: 韦丽 E-mail:wl@jxnu.edu.cn
  • 基金资助:

    江西省教育厅基金(No.GJJ160328)和江西师范大学博士科研启动基金资助项目.

One-Pot and Multicomponent Synthesis of N-Substituted-4-hydroxyl-2-pyridones

Bai Feicheng, Hu Deqing, Liu Yunyun, Wei Li   

  1. College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022
  • Received:2018-01-08 Revised:2018-03-21 Published:2018-04-27
  • Contact: 10.6023/cjoc201801015 E-mail:wl@jxnu.edu.cn
  • Supported by:

    Project supported by the Department of Education of Jiangxi Province (No. GJJ160328) and the Doctoral Start-up Fund of Jiangxi Normal University.

以3-氧代戊二酸二酯、N,N-二甲基甲酰胺二甲基缩醛(DMF-DMA)、伯胺为原料,L-脯氨酸为催化剂,多组分一步构建了以4-羟基-2-吡啶酮为母核的一系列化合物,并通过核磁、高分辨质谱等确证了其结构.该方法操作简便,无需中间体的分离,为4-羟基-2-吡啶酮类化合物的合成提供了便捷的方法,且溶剂参与反应,从而丰富了母体5位取代基的多样性.

关键词: 4-羟基-2-吡啶酮, 多组分反应, 3-氧代戊二酸酯, 一锅法合成

A series of 4-hydroxyl-2-pyridone derivatives were synthesized via a one-pot and multicomponent reaction of dimethyl 3-oxopentanedioate, N, N-dimethylformamide dimethyl acetal (DMF-DMA) and primary amine in aliphatic alcohol by using L-proline as catalyst. The structures of these compounds were confirmed by NMR and HRMS. This work provides a convenient method for construction of pyridones with the advantages of operation simplicity, free of isolating intermediates etc. Moreover, the participation of solvent in the reaction enriched the diversity of 5-substitution in the pyridone backbone.

Key words: 4-hydroxyl-2-pyridone, multicomponent reaction, dimethyl 3-oxopentanedioate, one-pot synthesis