Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (11): 1587-1589. Previous Articles     Next Articles

Reports

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

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