催化学报 ›› 2014, Vol. 35 ›› Issue (9): 1497-1503.DOI: 10.1016/S1872-2067(14)60087-5

• 论文 • 上一篇    下一篇

One-pot multicomponent synthesis of unsymmetrical polyhydroquinoline derivatives with 1,1’-butylenebispyridinium hydrogen sulfate as an efficient, halogen-free and reusable Brönsted ionic liquid catalyst

Nader Ghaffari Khaligh   

  1. Research House of Professor Reza, Education Guilan, Rasht, District 1, 41569-17139, Iran
  • 收稿日期:2014-02-21 修回日期:2014-03-21 出版日期:2014-08-19 发布日期:2014-08-22
  • 通讯作者: Nader Ghaffari Khaligh

One-pot multicomponent synthesis of unsymmetrical polyhydroquinoline derivatives with 1,1’-butylenebispyridinium hydrogen sulfate as an efficient, halogen-free and reusable Brönsted ionic liquid catalyst

Nader Ghaffari Khaligh   

  1. Research House of Professor Reza, Education Guilan, Rasht, District 1, 41569-17139, Iran
  • Received:2014-02-21 Revised:2014-03-21 Online:2014-08-19 Published:2014-08-22

摘要:

1,1'-Butylenebispyridinium hydrogen sulfate is an efficient, halogen-free and reusable Brönsted ionic liquid catalyst for the synthesis of ethyl-4-aryl/heteryl-hexahydro-trimehtyl-5- oxoquinoline-3-carboxylates by the one-pot condensation of dimedone, aryl/heteryl aldehydes, ethyl acetoacetate, and ammonium acetate under solvent-free conditions. This method has the advantages of high yield, clean reaction, simple methodology, and short reaction time. The ionic liquid can be recycled five times without significant loss of the catalytic activity.

关键词: Unsymmetric polyhydroquinolines, Brönsted acidic ionic liquid, Ultrasonication, Multicomponent, Solvent-free

Abstract:

1,1'-Butylenebispyridinium hydrogen sulfate is an efficient, halogen-free and reusable Brönsted ionic liquid catalyst for the synthesis of ethyl-4-aryl/heteryl-hexahydro-trimehtyl-5- oxoquinoline-3-carboxylates by the one-pot condensation of dimedone, aryl/heteryl aldehydes, ethyl acetoacetate, and ammonium acetate under solvent-free conditions. This method has the advantages of high yield, clean reaction, simple methodology, and short reaction time. The ionic liquid can be recycled five times without significant loss of the catalytic activity.

Key words: Unsymmetric polyhydroquinolines, Brönsted acidic ionic liquid, Ultrasonication, Multicomponent, Solvent-free