有机化学 ›› 2011, Vol. 31 ›› Issue (9): 1460-1467. 上一篇    下一篇

研究论文

5-烷氧基-4-环胺基-3-卤-2(5H)-呋喃酮的合成与表征

傅建花1,汪朝阳*,1,郝志峰2,霍景沛1   

  1. (1华南师范大学化学与环境学院 广州 510006)
    (2广东工业大学轻工化工学院 广州 510006)
  • 收稿日期:2011-01-10 修回日期:2011-04-03 发布日期:2011-04-27
  • 通讯作者: 汪朝阳 E-mail:wangwangzhaoyang@tom.com

Syntheses and Characterization of 5-Alkoxy-4-cycloamino-3- halo-5H-furan-2-one

Fu Jianhua1 Wang Zhaoyang*,1 Hao Zhifeng2 Huo Jingpei1   

  1. (1 School of Chemistry and Environment, South China Normal University, Guangzhou 510006)
    (2 Faculty of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006)
  • Received:2011-01-10 Revised:2011-04-03 Published:2011-04-27
  • Contact: Zhaoyang Wang E-mail:wangwangzhaoyang@tom.com

在氟化钾作用下, 亲核试剂环状仲胺与5-烷氧基-3,4-二卤-2(5H)-呋喃酮在室温下发生串联的迈克尔加成-消除反应, 合成了17个新化合物. 通过旋光度, UV-Vis, IR, 1H NMR, 13C NMR, MS, 元素分析和X射线单晶衍射等表征方法, 确定了目标化合物的化学结构和绝对构型.

关键词: 5-烷氧基-3,4-二卤-2(5H)-呋喃酮, 环状仲胺, 迈克尔加成, 串联反应, 5-烷氧基-4-环胺基-3-卤-2(5H)-呋喃酮, 合成

Using cyclic secondary amines as nucleophilic reagents, the tandem Michael addition-elimination of 5-alkoxy-3,4-dihalo-5H-furan-2-one in the presence of potassium fluoride gave 17 novel compounds. The chemical structures and absolute configurations of the new compounds were confirmed via rotation, UV-Vis, IR, 1H NMR, 13C NMR, MS, elemental analysis and X-ray single crystal diffraction.

Key words: 5-alkoxy-3,4-dihalo-5H-furan-2-one, cyclic secondary amine, Michael addition, tandem reac-tion, 5-alkoxy-4-cycloamino-3-halo-5H-furan-2-one, synthesis