催化学报 ›› 2014, Vol. 35 ›› Issue (4): 474-480.DOI: 10.1016/S1872-2067(12)60752-9

• 研究论文 • 上一篇    下一篇

Three-component, one-pot synthesis of benzo[f]indenoquinoline derivatives catalyzed by poly(4-vinylpyridinium) hydrogen sulfate

Nader Ghaffari Khaligha,b   

  1. a Department of Chemistry, Qaemshahr branch, Islamic Azad University, Qaemshahr 47651-61964, Iran;
    b House Research of Professor Reza, Education Guilan, Rasht, District 1, 41569-17139, Iran
  • 收稿日期:2013-10-18 修回日期:2013-11-14 出版日期:2014-03-20 发布日期:2014-03-21
  • 通讯作者: Nader Ghaffari Khaligh

Three-component, one-pot synthesis of benzo[f]indenoquinoline derivatives catalyzed by poly(4-vinylpyridinium) hydrogen sulfate

Nader Ghaffari Khaligha,b   

  1. a Department of Chemistry, Qaemshahr branch, Islamic Azad University, Qaemshahr 47651-61964, Iran;
    b House Research of Professor Reza, Education Guilan, Rasht, District 1, 41569-17139, Iran
  • Received:2013-10-18 Revised:2013-11-14 Online:2014-03-20 Published:2014-03-21
  • Contact: Nader Ghaffari Khaligh

摘要:

7-Aryl-8H-benzo[f]indeno[2,1-b]quinoline-8-one derivatives were synthesized by means of a one-pot condensation of 2-naphthylamine, aromatic aldehydes, and indane-1,3-dione in ethanol under refluxing conditions in the presence of poly(4-vinylpyridinium) hydrogen sulfate, a solid acid catalyst. This method has the advantages of high yield, clean reaction, simple methodology, and short reaction time. The catalyst could be recycled and reused four times without significant loss of activity. The structure of the novel compounds was confirmed by IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis.

关键词: Benzoquinoline, Hetereogeneous catalyst, 2-Naphthylamine, Indane-1,3-dione, Three-component reaction, One-pot condensation

Abstract:

7-Aryl-8H-benzo[f]indeno[2,1-b]quinoline-8-one derivatives were synthesized by means of a one-pot condensation of 2-naphthylamine, aromatic aldehydes, and indane-1,3-dione in ethanol under refluxing conditions in the presence of poly(4-vinylpyridinium) hydrogen sulfate, a solid acid catalyst. This method has the advantages of high yield, clean reaction, simple methodology, and short reaction time. The catalyst could be recycled and reused four times without significant loss of activity. The structure of the novel compounds was confirmed by IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis.

Key words: Benzoquinoline, Hetereogeneous catalyst, 2-Naphthylamine, Indane-1,3-dione, Three-component reaction, One-pot condensation