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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (11): 1587-1589. 上一篇    下一篇

研究简报

吡啶叶立德与查尔酮1,3-偶极环加成反应制备2-苯基-3-乙酰基中氮茚

王炳祥*，徐助雄，吴婧   

  1. (南京师范大学化学与环境科学学院 江苏省生物医药功能材料工程研究中心 南京 210097)
  • 收稿日期:2005-11-26 修回日期:1900-01-01 发布日期:2006-10-27
  • 通讯作者: 王炳祥

1,3-Dipolar Cycloaddition of Pyridinium Ylides to Chalcone for Preparation of 3-Acetyl-2-phenyl-indolizine

WANG Bing-Xiang*,XU Zhu-Xiong,WU Jing   

  1. (Jiangsu Research Center of Biomedical Functional Materials Engineering, College of Chemistry and Environment Science, Nanjing Normal University, Nanjing 210097)
  • Received:2005-11-26 Revised:1900-01-01 Published:2006-10-27
  • Contact: WANG Bing-Xiang

PDF

1265

被引次数

17

报道在氧化剂存在下吡啶叶立德与查尔酮进行1,3-偶极环加成反应, 一锅法合成2-苯基-3-乙酰基中氮茚化合物的方法, 收率37%. 用类似的方法由α-溴代异喹啉季铵盐、查尔酮、碱和氧化剂进行反应, 可一锅法得到1-苯甲酰基-2-苯基-3-乙酰基吡咯并[2,1-a]异喹啉, 收率58%.

关键词: 2-苯基-3-乙酰基中氮茚, 2-苯基-3-乙酰基吡咯并[2,1-a]异喹啉, 查尔酮, 吡啶叶立德

3-Acetyl-2-phenyl-indolizine was prepared in 37% yield by 1,3-dipolar cycloaddition of pyridinium N-ylides and chalcone promoted by oxidant such as CrO3/Et3N. Under the similar conditions, 1,3-dipolar cycloaddition of isoquinolinium N-ylides and chalcone induced by oxidant such as CrO3/Et3N promoted gave the corresponding (1-benzoyl-2-phenyl-pyrrolo[2,1-a]isoquinolin-3-yl)-ethanone in 58% yield.

Key words: 3-acetyl-2-phenyl-indolizine, pyridinium ylide, chalcone, 2-phenyl-pyrrolo[2,1-a]isoquinolin-3-yl)-ethanone