Ionic liquid-promoted multi-component reaction: novel and efficient preparation of pyrazolo[3,4-b]pyridinone, pyrazolo[3,4-b]-quinolinone and their hybrids with pyrimidine nucleoside

被引:33
|
作者
Zhang, Xinying [1 ]
Li, Dongfang [1 ]
Fan, Xuesen [1 ]
Wang, Xia [1 ]
Li, Xiaoyan [1 ]
Qu, Guirong [1 ]
Wang, Jianji [1 ]
机构
[1] Henan Normal Univ, Sch Chem & Environm Sci, Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
Ionic liquid; Pyrazolo[3,4-b]pyridinone; Pyrazolo[3,4-b]quinolinone; Pyrimidine nucleoside; Multi-Component reaction (MCR); GREEN PREPARATION; DERIVATIVES; DESIGN; POTENT; INHIBITORS; CHEMISTRY; CATALYSIS;
D O I
10.1007/s11030-009-9168-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The utilization of an ionic liquid, [bmim][BF4] as both reaction medium and promoter for a multi-component reaction of aldehyde (1) and 5-amino-3-methyl-1-phenylpyrazole (2) with Meldrum acid (3) or dimedone (5) is studied. From this reaction, pyrazolo[3,4-b]pyridinone (4) and pyrazolo[3,4-b]quinolinone (6) derivatives were prepared in high yields. This novel procedure showed such advantages as environmentally benign nature, enhanced efficiency, simple operation process, and mild reaction conditions. As an application, the procedure was successfully used in the preparation of a set of pyrimidine nucleoside-pyrazolo[3,4-b]pyridine and pyrazolo[3,4-b]quinolinone hybrids with potential biological activities.
引用
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页码:159 / 167
页数:9
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