有机化学 ›› 2009, Vol. 29 ›› Issue (11): 1849-1852. 上一篇    下一篇

研究简报

水相条件下1,4-二氢吡啶衍生物的合成与芳构化

夏静静*    张克华 鞠 俊   

  1. (安徽建筑工业学院材料与化学工程学院 合肥 230601)
  • 收稿日期:2009-02-15 修回日期:2009-05-27 发布日期:2009-07-30
  • 通讯作者: 夏静静 E-mail:xiajj@aiai.edu.cn
  • 基金资助:

    安徽建筑工业学院博士科研启动基金(2007120108)

Synthesis and Aromatization of 1,4-Dihydropyridines in Water

Xia, Jingjing*      Zhang, Kehua      Ju, Jun   

  1. (School of Materials and Chemical Engineering, Anhui University of Architecture, Hefei 230601)
  • Received:2009-02-15 Revised:2009-05-27 Published:2009-07-30

将醛、乙酰乙酸乙酯和醋酸铵的多组分反应引入到水相回流条件下, 合成了一系列具有生物和药物活性的1,4-二氢吡啶化合物. 在此基础之上, 向反应体系中直接加入氧化剂MnO2, “一锅法”生成了芳构化的吡啶衍生物, 将原来Hantzsch酯的合成与芳构化在“一锅”里实现, 缩减了反应步骤, 提高了反应效率.

关键词: 醛, 1,4-二氢吡啶, 芳构化, 水相反应

A series of 1,4-dihydropyridines were synthesized in refluxing water by the reaction of aldehydes with ethyl acetoacetate and ammonium acetate without any additives. Then manganese dioxide was added to the reaction system to form the corresponding oxidized pyridine derivatives in one pot under refluxing conditions. Thus the two steps of synthesis and aromatization of Hantzsch 1,4-dihydropyridines were simplified by a one-pot process. Finally a series of pyridine derivatives were obtained by this straightforward and environmentally benign method.

Key words: aldehyde, 1,4-dihydropyridine, aromatization, aqueous-phase synthesis