Synthesis of pyrazolopyridine and pyrazoloquinoline derivatives by one-pot, three-component reactions of arylglyoxals, 3-methyl-1-aryl-1 H -pyrazol-5-amines and cyclic 1,3-dicarbonyl compounds in the presence of tetrapropylammonium bromide

Green Processing and Synthesis

article

Ahmad Poursattar Marjani¹  Jabbar Khalafy¹  Somayeh Akbarzadeh¹ 

[1] Department of Organic Chemistry, Faculty of Chemistry, Urmia University

关键词: arylglyoxals;    cyclic 1;    3-dicarbonyl compounds;    3-methyl-1-aryl-1H-pyrazol-5-amines;    pyrazolopyridines;    pyrazoloquinolines;    tetrapropylammonium bromide;   

DOI  :  10.1515/gps-2019-0022

来源: De Gruyter

【 摘 要 】

Pyrazolopyridine and pyrazoloquinoline derivatives were obtained by a one-pot, three-component reaction of arylglyoxals, 3-methyl-1-aryl-1 H -pyrazol-5-amines and cyclic 1,3-dicarbonyl compounds in the presence of tetrapropylammonium bromide at 80°C in water through Knoevenagel and Micheal reactions, followed by intramolecular condensation, unexpected dearoylation and oxidation. Mild reaction conditions, high yields, simplicity of work up procedure, starting materials availability and clean product formation are some of the main advantages of this synthetic strategy.

【 授权许可】

CC BY