A facile and efficient multicomponent approach to 5-[5-hydroxy-3-(trifluoromethyl)-1H-pyrazol-4-yl]-5H-chromeno [2,3-b]pyridines

被引:13
作者
Elinson, Michail N. [1 ]
Vereshchagin, Anatoly N. [1 ]
Anisina, Yuliya E. [1 ]
Fakhrutdinov, Artem N. [1 ]
Goloveshkin, Alexander S. [2 ]
Egorov, Mikhail P. [1 ]
机构
[1] ND Zelinskii Inst Organ Chem, Leninsky Prospect 47, Moscow 119991, Russia
[2] AN Nesmeyanov Inst Organoelement Cpds, Vavilova 28, Moscow 119991, Russia
基金
俄罗斯科学基金会;
关键词
Multicomponent reaction; Catalysis; Salicylaldehydes; 2-Aminoprop-1-ene-1,1,3-tricarbonitrile; 3-Trifluoromethyl-2-pyrazolin-5-one; 5H-Chromeno[2,3-b]pyridines; SOLVENT-FREE; ON-WATER; ONE-POT; MALONONITRILE; MOLECULES; SALICYLALDEHYDE; INHIBITORS; CHEMISTRY; ALDEHYDES; ISATINS;
D O I
10.1016/j.jfluchem.2018.06.008
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The new multicomponent reaction has been found: the pyridine or triethylamine catalyzed multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile and 3-trifluoromethyl-2-pyrazolin-5-one results in efficient formation of the earlier unknown substituted 2,4-diamino-5-[5-hydroxy-3-(trifluoromethyl)-1H-pyrazol-4-yl]-5H-chromeno[2,3-b]pyridine-3-carbonitriles in 58-92% yields. This new process opens a facile and efficient way to the new type of functionalized 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold, containing the 3-trifluoromethyl-2-pyrazolin-5-one fragment, which are promising compounds for different biomedical applications.
引用
收藏
页码:31 / 36
页数:6
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