Selective multicomponent 'one-pot' approach to the new 5-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)chromeno[2,3-b]pyridine scaffold in pyridine-ethanol catalyst/solvent system

被引：16
作者：
Elinson, Michail N. [1 ]
Vereshchagin, Anatoly N. [1 ]
Anisina, Yuliya E. [1 ]
Krymov, Stepan K. [2 ]
Fakhrutdinov, Artem N. [1 ]
Egorov, Mikhail P. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow, Russia
[2] DI Mendeleev Univ Chem Technol, Miusskaya Sq 9, Moscow 125047, Russia
来源：
MONATSHEFTE FUR CHEMIE | 2019年 / 150卷 / 06期
基金：
俄罗斯科学基金会;
关键词：
Multicomponent process; Catalysis; Salicylaldehydes; 2-Aminoprop-1-ene-1,1,3-tricarbonitrile; 4-Hydroxy-6-methyl-2H-pyran-2-one; 5-(4-Hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-5H-chromeno[2,3-b]pyridine; EFFICIENT APPROACH; SOLVENT-FREE; PRIVILEGED STRUCTURES; ORGANIC-SYNTHESIS; MALONONITRILE; DESIGN; WATER; PASE; SALICYLALDEHYDE; INHIBITORS;
D O I：
10.1007/s00706-019-02388-5
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The new multicomponent reaction was found: the pyridine-catalyzed transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 4-hydroxy-6-methyl-2H-pyran-2-one in small amount of pyridine-ethanol solvent system results in selective and efficient formation of the earlier unknown substituted 2,4-diamino-5-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles in 45-85% yields. This new multicomponent process provides facile and efficient way to the new type of functionalized 5-C-substituted chromeno[2,3-b]pyridine scaffold, containing 4-hydroxy-6-methyl-2H-pyran-2-one fragment, which are promising compounds for different biomedical applications.
引用
收藏
页码：1073 / 1078
页数：6
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