Efficient Multicomponent Approach to the Medicinally Relevant 5-aryl-chromeno[2,3-b]pyridine Scaffold

被引:18
|
作者
Elinson, Michail N. [1 ]
Vereshchagin, Anatoly N. [1 ]
Anisina, Yuliya E. [1 ]
Egorov, Mikhail P. [1 ]
机构
[1] ND Zelinskii Inst Organ Chem, Leninsky Prospect 47, Moscow 119991, Russia
关键词
2-Aminoprop-1-ene-1; 1; 3-tricarbonitrile; benzaldehyde; catalysis; chromeno[2; 3-b]pyridine; dimedone; multicomponent reaction; NAD(+)-DEPENDENT DNA-LIGASE; ONE-POT SYNTHESIS; 3-COMPONENT SYNTHESIS; ONE-STEP; MALONONITRILE; INHIBITORS; MOLECULES; ALDEHYDES; DESIGN;
D O I
10.1080/10406638.2017.1363062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The general multicomponent approach was found to the medicinally relevant 5-aryl-chromeno[2,3-b]pyridine scaffold. Triethylamine catalyzed multicomponent reaction of benzaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile and dimedone in a minimal amount of propanol results in efficient formation of substituted 2,4-diamino-8,8-dimethyl-6-oxo-5-aryl-6,7,8,9-tetrahydro-5H-chromeno[2,3-b]pyridine-3-carbonitriles in 75-80% yields. This general and efficient approach avoids traditional recrystallization and chromatographic purification stages and opens a convenient way to scaffolds, promising for many diverse oriented medical applications.
引用
收藏
页码:108 / 115
页数:8
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