QD500 : Synthesis of new hybrid compounds 1,2,3-triazole baxsed on quinazoline and quinoxaline
Thesis > Central Library of Shahrood University > Chemistry > PhD > 2026
Authors:
Mahnaz Hashemipour [Author], Ali Keivanloo[Supervisor], Mohammad Bakherad[Advisor]
Abstarct: Hybrid 1,2,3-triazole compounds baxsed on quinazoline and quinoxaline are of great importance due to their pharmaceutical applications. In this project, new hybrid 1,2,3-triazole compounds baxsed on quinazoline and quinoxaline, pyrrolo[2,3-b]quinoxaline and imidazo[1,2-a]quinoxaline were synthesized through click ring addition reactions and carbon-carbon Sonogashira coupling reactions in the presence of copper and palladium catalysts. In the first part of the research, new 1,2,3-triazole hybrid compounds baxsed on the quinazoline system were synthesized from the click reaction of dipropargylated quinazolinedione, monopropargylated and dipropargylated mercaptoquinazoline compounds with aromatic azides in ethanol/dimethylformamide solvent in the presence of copper(I) catalyst. In the second part, new hybrid compounds of 1,2,3-triazole attached to the quinoxaline system were synthesized from the reaction between 3-chloro-N-(prop-2-yn-1-yl) quinoxaline-2-amine with aromatic azides under click reaction conditions. Subsequently, from the reaction of the synthesized hybrid compounds with alcohols and amines, new hybrid derivatives of 1,2,3-triazole baxsed on quinoxaline were prepared. The compounds prepared in the first and second parts of the research were investigated for antibacterial activities. In the third part of the research, the synthesis of new hybrid compounds of 1,2,3-triazole attached to the pyrroloquinoxaline system was carried out through the Sonogashira reaction between the N- alkyl-3-chloroquinoxaline-2-amine compound with terminal alkynes as well as propargyl alcohols in the presence of a palladium catalyst and a copper(I) cocatalyst under an argon atmosphere. In the fourth section, new imidazoquinoxaline compounds were synthesized from the ternary reaction of 3-chloro-N-(prop-2-yn-1-yl) quinoxaline-2-amine, aryl iodides and secondary amines in the presence of palladium and copper catalysts under argon atmosphere. The structure of the newly synthesized compounds was confirmed using 13 C-NMR, 1 H-NMR and FT-IR analyses.
Keywords:
#Hybrid compounds #Click reaction #1 #2 #3-triazole #quinoxaline #quinazoline #Sonogashira coupling #palladium catalyst #pyrrolo[2 #3-b]quinoxaline #imidazo[1 #2-a] quinoxaline #Gram(I) catalyst Keeping place: Central Library of Shahrood University
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