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

Abstract

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.