有机化学 ›› 2005, Vol. 25 ›› Issue (05): 579-582. 上一篇    下一篇

研究简报

KF-alumina 催化下2-氨基-4-芳基-5,6-二氢化-4H-吡喃[3,2-c]喹啉-5-酮-3-羧酸酯衍生物的一步合成

王香善*,1,2,3,曾兆森1,3,史达清1,3,屠树江1,3
魏贤勇2,宗志敏2   

  1. (1徐州师范大学化学系 徐州 221116)
    (2中国矿业大学化学工程学院 徐州 221008)
    (3江苏省药用植物生物技术重点实验室 徐州 221116)
  • 收稿日期:2004-10-09 修回日期:2004-11-15 发布日期:2004-04-30
  • 通讯作者: 王香善

One-step Synthesis of 2-Amino-4-aryl-5,6-dihydro-4H-pyrano[3,2-c]-quino-lin-5-one-3-carboxylate Derivatives Catalyzed by KF-alumina

WANG Xiang-Shan*,1,2,3,ZENG Zhao-Sen1,3,SHI Da-Qing1,3,TU Shu-Jiang1,3
WEI Xian-Yong2,ZONG Zhi-Min2   

  1. (1 Department of Chemistry, Xuzhou Normal University, Xuzhou 221116)
    (2 School of Chemical Engineering, China University of Mining and Technol-ogy, Xuzhou 221008)
    (3 Key Laboratory of Biotechnology on Medical Plant, Xuzhou 221116)
  • Received:2004-10-09 Revised:2004-11-15 Published:2004-04-30
  • Contact: WANG Xiang-Shan

以芳醛、氰乙酸酯和4-羟基喹啉-2-酮为原料, 乙醇为溶剂, 在KF-Al2O3催化下80 ℃, 一步合成了2-氨基-4-芳基-5,6-二氢化-4H-吡喃[3,2-c]喹啉-5-酮-3-羧酸酯衍生物, 和其它方法相比, 具有反应条件温和, 容易操作和产率高等优点, 产物4a的结构通过X单晶衍射分析确证.

关键词: 吡喃喹啉, 4-羟基喹啉-2-酮, KF-Al2O3

A series of 2-amino-4-aryl-5,6-dihydro-4H-pyrano[3,2-c]quinolin-5-one-3-carboxylate derivatives were synthesized by the reaction of arylaldehyde, cyanoacetate and 4-hydroxyl-1,2-dihydroquinolin- 2-one catalyzed by KF-Al2O3 in ethyl alcohol at 80 ℃. Compared with other synthetic methods, this new method has the advantages of easy work-up, mild reaction conditions and good yields. The structure of 4a was confirmed by X-ray analysis.

Key words: KF-Al2O3, 4-hydroxyl-1,2-dihydroquinolin-2-one, pyranoquinoline