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Short Paper | Regular issue | Vol 102, No. 8, 2021, pp.1595-1610
Published online, 15th June, 2021
DOI: 10.3987/COM-21-14487
Synthetic Approaches for Nitrogen Bridgehead Pyrido-[1,2-b][1,2,4]triazepines and Annulated Compounds Using 4-(8-Allylchromon-3-yl)-1,6-diamino-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile

Magdy A. Ibrahim*

*Department of Chemistry, Faculty of Education, Ain Shams University, Roxy 11757, Cairo, Egypt

Abstract

Some new nitrogen bridgehead pyrido[1,2-b][1,2,4]triazepines linked 8-allylchromone moiety have been synthesized from reaction of novel 4-(8-allyl-chromon-3-yl)-1,6-diamino-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile (3) with a variety of α,γ-bifunctional electrophiles including dibenzoylmethane, ethyl benzoylacetate, 3-[bis(methylthio)methylidene]pentane-2,4-dione, 2-cyano-3,3-bis(methylthio)acrylonitrile, 2-cyano-3,3-bis(methylthio)prop-2-enamide, 5-chloro-3-methyl-1-phenylpyrazole-4-carboxaldehyde, 2-chloro-3-formyl-quinoline, (p-methoxybenzylidene)malononitrile and ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate. Some novel pyrazolo[3,4-e]pyrido[1,2-b]-[1,2,4]triazepines were also synthesized. Structures of the newly synthesized products have been deduced upon the help of elemental analysis and spectral data (IR, 1H NMR, 13NMR, mass spectra).