20.500.12556/RUL-131643 Synthesis of bis(1,2,3-triazole) functionalized quinoline-2,4-diones Derivatives of 3-(1H-1,2,3-triazol-1-yl)quinoline-2,4(1H,3H)-dione unsubstituted on quinolone nitrogen atom, which are available by the previously described four step synthesis starting from aniline, were exploited as intermediates in obtaining the title compounds. The procedure involves the introduction of propargyl group onto the quinolone nitrogen atom of mentioned intermediates by the reaction of them with propargyl bromide in N,N-dimethylformamide (DMF) in presence of a potassium carbonate and the subsequent formation of a second triazole ring by copper catalyzed cyclisation reaction with azido compounds. The products were characterized by $^1$H, $^{13}$C and $^{15}$N NMR spectroscopy. The corresponding resonances were assigned on the basis of the standard 1D and gradient selected 2D NMR experiments ($^1$H–$^1$H gs-COSY, $^1$H–$^{13}$C gs-HSQC, $^1$H–$^{13}$C gs-HMBC) with $^1$H–$^{15}$N gs-HMBC as a practical tool to determine $^{15}$N NMR chemical shifts at the natural abundance level of $^{15}$N isotope. click chemistry azido group quinoline-2 4(1H 3H)-diones propargyl group bis(1 2 3-triazole) klik kemija azido skupina kinolin-2 4-(1H 3H)-dioni propargilna skupina bis(1 2 3-triazol) true false true Angleški jezik Slovenski jezik Članek v reviji 2021-09-30 14:48:47 2021-09-30 14:48:47 2022-09-10 04:12:56 0000-00-00 00:00:00 2018 0 0 21 str. iss. 9, art. 2310 Vol. 23 2018 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 547.831.057 1420-3049 10.3390/molecules23092310 1537888707 RAZ_Milicevic_David_2018.pdf RAZ_Milicevic_David_2018.pdf 1 F7A8A6D1285E56BF2AA7DA00D786704A c02075474888f3f636c052347674ee25e0092676804ce967770c33982c798f1a 4c74f86f-21ed-11ec-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=149026 http://www.mdpi.com/1420-3049/23/9/2310 0 7841cd7c-21ec-11ec-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=149025 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0