催化学报 ›› 2013, Vol. 34 ›› Issue (6): 1173-1178.DOI: 10.1016/S1872-2067(12)60547-6

• 研究论文 • 上一篇    下一篇

Tetrabutylammonium hexatungstate [TBA]2[W6O19]: Novel and reusable heterogeneous catalyst for rapid solvent-free synthesis of polyhydroquinolines via unsymmetrical Hantzsch reaction

Abolghasem DAVOODNIA, Maryam KHASHI, Niloofar TAVAKOLI-HOSEINI   

  1. Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran
  • 收稿日期:2012-12-29 修回日期:2013-01-29 出版日期:2013-06-07 发布日期:2013-06-09
  • 通讯作者: Abolghasem DAVOODNIA
  • 基金资助:

    This work was supported by Islamic Azad University, Mashhad Branch, Iran.

Tetrabutylammonium hexatungstate [TBA]2[W6O19]: Novel and reusable heterogeneous catalyst for rapid solvent-free synthesis of polyhydroquinolines via unsymmetrical Hantzsch reaction

Abolghasem DAVOODNIA, Maryam KHASHI, Niloofar TAVAKOLI-HOSEINI   

  1. Department of Chemistry, Mashhad Branch, Islamic Azad University, Mashhad, Iran
  • Received:2012-12-29 Revised:2013-01-29 Online:2013-06-07 Published:2013-06-09
  • Supported by:

    This work was supported by Islamic Azad University, Mashhad Branch, Iran.

摘要:

A novel, efficient, and environmentally friendly method for the synthesis of polyhydroquinoline derivatives by a one-pot, four-component unsymmetrical Hantzsch condensation of dimedone, aldehydes, ethyl acetoacetate, and ammonium acetate in the presence of a catalytic amount of tetrabutylammonium hexatungstate [TBA]2[W6O19] under solvent-free conditions has been developed. The results showed that this heterogeneous catalyst has high catalytic activity and the desired products were obtained in good to high yields. Moreover, the catalyst was found to be reusable and considerable catalytic activity was still achieved after the fifth run.

关键词: Heterogeneous catalysis, Polyhydroquinolines, Tetrabutylammonium hexatungstate

Abstract:

A novel, efficient, and environmentally friendly method for the synthesis of polyhydroquinoline derivatives by a one-pot, four-component unsymmetrical Hantzsch condensation of dimedone, aldehydes, ethyl acetoacetate, and ammonium acetate in the presence of a catalytic amount of tetrabutylammonium hexatungstate [TBA]2[W6O19] under solvent-free conditions has been developed. The results showed that this heterogeneous catalyst has high catalytic activity and the desired products were obtained in good to high yields. Moreover, the catalyst was found to be reusable and considerable catalytic activity was still achieved after the fifth run.

Key words: Heterogeneous catalysis, Polyhydroquinolines, Tetrabutylammonium hexatungstate