有机化学 ›› 2020, Vol. 40 ›› Issue (1): 115-124.DOI: 10.6023/cjoc201907050 上一篇    下一篇

研究论文

碱金属盐催化1,2,4-三唑与α,β-不饱和酮及二酰亚胺的氮杂Michael反应

马奔a, 王刚刚a, 周红艳a,b, 杨靖亚a   

  1. a 西北师范大学化学化工学院 兰州 730070;
    b 甘肃农业大学理学院 兰州 730070
  • 收稿日期:2019-07-29 修回日期:2019-08-26 出版日期:2020-01-25 发布日期:2019-09-12
  • 通讯作者: 杨靖亚, 马奔 E-mail:yangjy@nwnu.edu.cn;maben@nwnu.edu.cn
  • 基金资助:
    国家自然科学基金(No.21362034)资助项目.

Alkali Salt-Catalyzed Aza-Michael Addition of 1,2,4-Triazole to α,β-Unsaturated Ketones and Imides

Ma Bena, Wang Gangganga, Zhou Hongyana,b, Yang Jingyaa   

  1. a College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070;
    b College of Science, Gansu Agricultural University, Lanzhou 730070
  • Received:2019-07-29 Revised:2019-08-26 Online:2020-01-25 Published:2019-09-12
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21362034).

发展了一种高效的碱金属盐催化1,2,4-三唑与αβ-不饱和酮及αβ-不饱和二酰亚胺的氮杂Michael加成反应的新方法,以中等到优异的产率得到目标产物.该方法原料易得,底物普适性好,反应条件温和,易实现克级规模的制备.产物容易转化为相应的γ-氨基醇.

关键词: 合成方法, Michael加成, 烯酮, α,β-不饱和二酰亚胺, 含氮杂环, 1,2,4-三唑

An alkali salt-catalyzed highly efficient aza-Michael addition of 1,2,4-triazole to α,β-unsaturated ketones and imides has been developed, giving the desired products in moderate to excellent yields. The salient features of this reaction involve readily available starting materials, good substrate scope, mild condition, high efficiency and ease of scale-up. The product can be transformed into corresponding γ-aminoalcohol.

Key words: synthetic methods, Michael addition, enones, α,β-unsaturated imides, nitrogen heterocycles, 1,2,4-triazole