Chinese Journal of Catalysis ›› 2015, Vol. 36 ›› Issue (7): 1124-1130.DOI: 10.1016/S1872-2067(14)60308-9

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Bismuth triflate: A highly efficient catalyst for the synthesis of bio-active coumarin compounds via one-pot multi-componentreaction

Mahmoud. Abd, El Aleem. Ali, Ali. El-Remaily   

  1. Department of Chemistry, Faculty of Science, Sohag University- 82524, Sohag, Egypt
  • Received:2015-01-09 Revised:2015-02-02 Online:2015-06-12 Published:2015-07-30

Abstract:

A series of coumarin-chalcone hybrid compounds and coumarins linked to pyrazoline was synthesized in good yield and short time using a simple and efficient method. This method involved the one-pot reaction of salicylaldehyde, an α-ketoester and an aromatic aldehyde (in the case of the coumarin-chalcone derivatives) in addition to hydrazine hydrate (in the case of the pyrazolyl coumarins) in the presence of a catalytic amount of bismuth triflate [Bi(OTf)3, 5 mol%]. The synthesized compounds showed scavenging activity towards the free radical 2,2-diphenyl-1-picrylhydrazyl. All compounds were characterized using IR, 1H NMR and 13C NMR spectroscopy.

Key words: Coumarin, Chalcone, Pyrazoline, One-pot multi-component reaction, Salicylaldehyde, α-Ketoester, Bismuth triflate [Bi(OTf)3]