QD466 : Synthesis of new hybrid compounds of 1,2,3-triazoles and other heterocyclic compounds by click and coupling reactions
Thesis > Central Library of Shahrood University > Chemistry > PhD > 2025
Authors:
Hossein Falahatkar [Author], Hossein Nasr Isfahani[Supervisor], Ali Keivanloo[Supervisor]
Abstarct: In the first part of the present study, an efficient and reliable method for the synthesis of hybrid compounds baxsed on the 1,2,3-triazole scaffold was introduced. These compounds involve two main categories, namely 1,2,3-triazole-lixnked benzimidazoles and 1,2,3-triazole-lixnked thiazolo [3,2-a] benzimidazoles, which were synthesized through the reaction between ethynyl-substituted benzimidazoles and substituted 1,2,3-triazolyl iodophenyl derivatives. The synthesis process was carried out via Sonogashira coupling and heteroannulation reactions in dimethylformamide solvent, in the presence of palladium (II) acetate and copper (I) iodide as catalysts, using morpholine as an effective baxse, at 70 °C. The reaction yields ranged from 75 % to 90 %. In the final part of this research, the synthesis of a new series of three-component hybrid compounds containing benzimidazole, benzoxazole, indole, and coumarin structural units was investigated. These reactions were performed in acetonitrile solvent, in the presence of copper (II) sulfate as a catalyst, and with morpholine employed as a ligand. The obtained results indicated that the synthetic process provided moderate to good yields. The outstanding features of the proposed methods include their one-pot nature, high efficiency, operational simplicity, and mild reaction conditions. Accordingly, it can be concluded that the present synthetic approaches represent an effective and suitable strategy for the preparation of novel hybrid compounds baxsed on the 1,2,3-triazole scaffold. The structures of the newly synthesized compounds were identified and confirmed by ¹H-NMR, ¹³C-NMR, and FT-IR analyses.
Keywords:
#Sonogashira coupling #click reaction #molecular hybridization. Keeping place: Central Library of Shahrood University
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