Multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and pyrazolin-5-ones into substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles

被引：8

作者：

Elinson, M. N. ^{[1
]}

Vereshchagin, A. N. ^{[1
]}

Anisina, Y. E. ^{[1
]}

Goloveshkin, A. S. ^{[2
]}

Ushakov, I. E. ^{[2
]}

Egorov, M. P. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia

[2] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, 28 Ul Vavilova, Moscow 119991, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2018年 / 67卷 / 09期

基金：

俄罗斯基础研究基金会;

关键词：

multicomponent reactions; catalysis; salicylaldehydes; 2-aminoprop-1-ene-1-1,3-tricarbonitrile; 2-pyrazolin-5-ones; cyclization; chromeno[2,3-b]pyridines; EFFICIENT APPROACH; SOLVENT-FREE; MEDICINALLY RELEVANT; ON-SOLVENT; MALONONITRILE; POT; MOLECULES; DESIGN; WATER; ALDEHYDES;

D O I：

10.1007/s11172-018-2278-1

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new multicomponent reaction, namely, a one-pot transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 2-pyrazolin-5-ones in the presence of triethylamine as the catalyst in a minimum amount of propanol leads to the previously unknown substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno [2,3-b]-pyridine-3-carbonitriles in 63-98% yields. This reaction provides a facile and efficient route to a new type of functionalized 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine systems containing the 2-pyrazolin-5-one moiety. These reaction products are promising compounds for different biomedical applications.

引用

页码：1695 / 1703

页数：9

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