Synthesis of highly functionalized tetrahydropyridines with potential biological activity

Abstract

It is found that 1,2-dihydropyridine derivatives: 6-aryl-2,3-dihydro-6aH- imidazo[1,2-a]pyrido-[1,2-c][1,3,5]triazin-5(6H)-ones and 3,6,7,8a-tetrahydro- 2H-diimidazo[1,2-c:1',2'-e]pyrido-[1,2-a][1,3,5]triazine underwent Diels-Alder reactions with highly reactive azadienophiles: 4-phenyl-1,2,4-triazoline-3,5- dione and phthalazine-1,4-dione. The structures of the products were confirmed by IR, 1H-13C heterocorrelated 2D NMR spectra HSQC and HMBC, mass spectra as well as single crystal X-ray crystallography.