An Efficient One-Pot, Four-Component Synthesis of Pyrazolo[3,4-b]pyridines Catalyzed by Tetrapropylammonium Bromide (TPAB) in Water
Mahnaz Ezzati A , Jabbar Khalafy A C , Ahmad Poursattar Marjani A and Rolf H. Prager BA Department of Organic Chemistry, Faculty of Chemistry, Urmia University, Urmia 5756151818, Iran.
B Department of Chemistry, Flinders University, GPO Box 2100, Adelaide, SA 5001, Australia.
C Corresponding author. Email: j.khalafi@urmia.ac.ir
Australian Journal of Chemistry 71(6) 435-441 https://doi.org/10.1071/CH17642
Submitted: 15 December 2017 Accepted: 15 April 2018 Published: 8 May 2018
Abstract
A novel and one-pot pseudo-four-component reaction between a series of arylglyoxals, malononitrile, 3-methyl-1-phenyl-1H-pyrazol-5-amine, and acetone in the presence of tetrapropylammonium bromide (TPAB) has been developed to synthesize a series of new substituted pyrazolo[3,4-b]pyridines, using water as an environmentally friendly solvent, in high to excellent yields.
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