KCC-1-NH2-DPA: an efficient heterogeneous recyclable nanocomposite for the catalytic synthesis of tetrahydrodipyrazolopyridines as a well-known organic scaffold in various bioactive derivatives

被引:20
作者
Azizi, Sajjad [1 ]
Shadjou, Nasrin [2 ]
Hasanzadeh, Mohammad [1 ,2 ]
机构
[1] Tabriz Univ Med Sci, Pharmaceut Anal Res Ctr, Tabriz 51664, Iran
[2] Urmia Univ, Nanotechnol Res Ctr, Dept Nanochem, Orumiyeh, Iran
关键词
Dendritic fibrous nano-silica; bioactive scaffold; tetrahydrodipyrazolopyridines; pharmaceutical compounds; advanced functional materials; ONE-POT SYNTHESIS; MULTICOMPONENT REACTION; BIOLOGICAL EVALUATION; PYRAZOLOPYRIDINE DERIVATIVES; DOMINO REACTIONS; NANO-SILICA; FACILE; NANOPARTICLES; DESIGN; FABRICATION;
D O I
10.1080/20550324.2019.1681623
中图分类号
TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
In this study, a novel approach has been used for the efficient synthesis of tetrahydrodipyrazolopyridine derivatives (5a-m) via a four-component one-pot condensation reaction of aromatic aldehydes, hydrazinehydrate, ethyl acetoacetate, and ammonium acetate in the presence of KCC-1-npr-NH2-DPA as an advanced nano-catalyst in ethanol under reflux conditions at 30 min. For this purpose, mesoporous fibrous nano-silica functionalized by dipenicillamine as a novel nanocatalyst (KCC-1-npr-NH2-DPA) was synthesized using a hydrothermal protocol. KCC-1-npr-NH2-DPA nano-catalyst is easily recyclable eight times without the considerable loss of catalytic activity. Other remarkable features include the short reaction time, simple work-up procedure and providing excellent yields (89-98%) of the products under mild reaction conditions. Furthermore, the effects of solvent, concentration of catalyst, time and temperature for the synthesis of tetrahydrodipyrazolopyridine (5a) were studied.
引用
收藏
页码:124 / 132
页数:9
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