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

被引:15
|
作者
Marjani, Ahmad Poursattar [1 ]
Khalafy, Jabbar [1 ]
Akbarzadeh, Somayeh [1 ]
机构
[1] Urmia Univ, Fac Chem, Dept Organ Chem, Orumiyeh, Iran
关键词
arylglyoxals; cyclic 1,3-dicarbonyl compounds; 3-methyl-1-aryl-1H-pyrazol-5-amines; pyrazolopyridines; pyrazoloquinolines; tetrapropylammonium bromide; ALDEHYDES;
D O I
10.1515/gps-2019-0022
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pyrazolopyridine and pyrazoloquinoline derivatives were obtained by a one-pot, three-component reaction of arylglyoxals, 3-methyl-1-aryl-1H-pyrazol-5-amines and cyclic 1,3-dicarbonyl compounds in the presence of tetrapropylammonium bromide at 80 degrees 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.
引用
收藏
页码:533 / 541
页数:9
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