催化学报

催化学报 ›› 2013, Vol. 34 ›› Issue (12): 2245-2254.DOI: 10.1016/S1872-2067(12)60693-7

• 研究论文 • 上一篇    下一篇

Silica-bonded N-propylpiperazine sodium n-propionate as recyclable catalyst for synthesis of 4H-pyran derivatives

Khodabakhsh Niknama, Nassim Borazjania, Reza Rashidiana, Abbas Jamalib   

  1. a Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran;
    b Presian Gulf Reaserch and Studies Center, Persian Gulf University, Bushehr 75169, Iran
  • 收稿日期:2013-06-30 修回日期:2013-08-21 出版日期:2013-11-25 发布日期:2013-11-25
  • 通讯作者: Khodabakhsh Niknam

Silica-bonded N-propylpiperazine sodium n-propionate as recyclable catalyst for synthesis of 4H-pyran derivatives

Khodabakhsh Niknama, Nassim Borazjania, Reza Rashidiana, Abbas Jamalib   

  1. a Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr 75169, Iran;
    b Presian Gulf Reaserch and Studies Center, Persian Gulf University, Bushehr 75169, Iran
  • Received:2013-06-30 Revised:2013-08-21 Online:2013-11-25 Published:2013-11-25
  • Contact: Khodabakhsh Niknam

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摘要：

Silica-bonded N-propylpiperazine sodium n-propionate (SBPPSP) was found to act as an efficient solid base for the preparation of a series of 4H-benzo[b]pyran derivatives. SBPPSP was used as a recyclable heterogeneous solid base catalyst for the synthesis of 3,4-dihydropyrano[c]chromenes, 2-amino-4H-pyrans, 1,4-dihydropyrano[2,3-c]pyrazoles, and 2-amino-4H-benzo[e]-chromenes via the condensation reaction of dimedone, ethyl acetoacetate, 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, and α-naphthol, respectively, with aromatic aldehydes and malononitrile in refluxing aqueous ethanol. The heterogeneous solid base showed similar efficiency when reused in consecutive reactions.

关键词: Silica-bonded n-propylpiperazine sodium n-propionate, Heterogeneous solid base catalyst, Aldehyde, 4H-Pyran derivative, Malononitrile

Abstract:

Silica-bonded N-propylpiperazine sodium n-propionate (SBPPSP) was found to act as an efficient solid base for the preparation of a series of 4H-benzo[b]pyran derivatives. SBPPSP was used as a recyclable heterogeneous solid base catalyst for the synthesis of 3,4-dihydropyrano[c]chromenes, 2-amino-4H-pyrans, 1,4-dihydropyrano[2,3-c]pyrazoles, and 2-amino-4H-benzo[e]-chromenes via the condensation reaction of dimedone, ethyl acetoacetate, 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, and α-naphthol, respectively, with aromatic aldehydes and malononitrile in refluxing aqueous ethanol. The heterogeneous solid base showed similar efficiency when reused in consecutive reactions.

Key words: Silica-bonded n-propylpiperazine sodium n-propionate, Heterogeneous solid base catalyst, Aldehyde, 4H-Pyran derivative, Malononitrile