20.500.12556/RUL-176451 Synthesis, structure, and optical properties of 3-(1H-1,2,3-triazol-1-yl)-substituted 4H-pyrido[1,2–a]pyrimidin-4-ones and 4H-quinolizin-4-ones Copper-catalyzed cycloadditions of terminal alkynes to 3-azido-4H-pyrido[1,2–a]pyrimidin-4-one and 3-azido-1-cyano-4H-quinolizin-4-one, prepared in four steps from methyl 2-benzoylamino-3-(dimethylamino)propenoate, yielded the corresponding 3-(1H-1,2,3-triazol-1-yl)-substituted 4H-pyrido[1,2–a]pyrimidin-4-ones and 4H-quinolizin-4-ones in 44–90 % isolated yields. The structures of the cycloadducts were determined by $^1$H NMR, $^{13}$C NMR, and 2D NMR techniques (COSY, HSQC, HMBC). The optical properties of the luminescent intermediates and final products were determined. In methanol, the compounds showed absorption at 350–400 nm, emission at 411–526 nm, and quantum yields of ∼5 × 10$^{−2}$. Optical properties depended on the heterocyclic core (pyrido[1,2–a]pyrimidinone or quinolizinone), while the effect of substituents on optical properties was weak. quinolizines azaquinolizines alkynes copper-catalyzed azide-alkyne cycloadditions bioconjugation fluorescent labelling kinolizini azakinolizini alkini z bakrom katalizirane azid-alkin cikloadicije biokonjugacija fluorescenčno označevanje true false true Angleški jezik Slovenski jezik Članek v reviji 2025-12-01 12:27:58 2025-12-01 12:28:00 2026-06-17 04:10:52 0000-00-00 00:00:00 2026 0 0 13 str. Vol. 247, art. 113434 Apr. 2026 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.83 0143-7208 10.1016/j.dyepig.2025.113434 259137283 1-s2.0-S0143720825008046-main.pdf 1-s2.0-S0143720825008046-main.pdf 1 B0DF68DA0A2602084B18F2FED8120BFE eff2a7e6073cd67534c2cd95996df836d5e2e54a03ab79f4a70b0479d466f32e fa87ff8d-6983-11f1-9b0d-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=235741 https://www.sciencedirect.com/science/article/pii/S0143720825008046 1 69bd348a-cea8-11f0-9328-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=222784 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0