ONE-POT THREE-COMPONENT SYNTHESIS OF A SERIES OF 4-AROYL-1,6-DIARYL-3-METHYL-1<i>H</i>-PYRAZOLO[3,4-<i>b</i>]PYRIDINE-5-CARBONITRILES IN THE PRESENCE OF ALUMINUM OXIDE AS A NANOCATALYST

Authors

  • Fatemeh Majidi Arlan PhD Student, Urmia University
  • Jabbar Khalafy Faculty member
  • Ramin Maleki Faculty member

DOI:

https://doi.org/10.1007/4113

Keywords:

arylglyoxals, pyrazolo[3, 4-b]pyridines, multicomponent reaction, nanocatalyst, one-pot reaction

Abstract

One-pot three-component reaction of arylglyoxals, 3-aryl- 3-oxopropanenitriles, and 5-amino-1-aryl-3-methylpyrazoles using various
solvent systems and different catalysts under reflux conditions afforded the corresponding 4-aroyl-1,6-diaryl-3-methyl-1H-pyrazolo[3,4-b]-
pyridine-5-carbonitrile derivatives. The best yields (70–91%) were obtained using Al2O3 as a nanocatalyst in H2O–EtOH, 1:1, under reflux conditions. The simplicity of workup procedure, the novelty of pyrazolopyridines, green solvent system, easy preparation of a nanocatalyst, and good to excellent yields of the products are the advantages of this synthetic strategy. The structures of all products were confirmed by FT-IR, 1H and 13C NMR, and mass spectral data.

Author Biographies

Fatemeh Majidi Arlan, PhD Student, Urmia University

Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran

Jabbar Khalafy, Faculty member

Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia, Iran

Ramin Maleki, Faculty member

Research Department of Analytical Chemistry, Iranian Academic Center for Education, Culture and Research (ACECR), Urmia, Iran

 

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Published

2018-02-16

Issue

Vol. 54 No. 1 (2018)

Section

Original Papers