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May 12, 2026Chemistry & Biodiversity0 citations

Efficient One‐Pot Copper(I)‐Catalyzed Azide–Alkyne Cycloaddition in Water: Triazole Synthesis, Catalytic Applications, DFT Studies, and Biological Evaluation

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MZM. ZouaghiTBTakoua bouabidiNTNedra Touj

Key Points

  • This research aims to develop a highly efficient method for synthesizing triazoles using copper(I) catalysts in water and evaluate their biological activities.
  • Synthesis of Cu–N-heterocyclic carbene complexes was conducted, verified using NMR, HRMS, and elemental analysis.
  • Catalytic performance of these complexes was assessed in the cycloaddition of azides and alkynes, achieving isolated yields of 80%-91%.
  • Biological evaluation involved testing against various cancer cell lines and antioxidant assays using DPPH and ABTS.
  • 1,4-Disubstituted triazoles were produced with isolated yields ranging from 80% to 91%.
  • Several synthesized compounds demonstrated significant anticancer activity against A549, HCT116, and BEAS-2B cell lines.
  • Compound 2 exhibited strong performance in antioxidant assays, showcasing its potential therapeutic benefits.

Abstract

ABSTRACT A series of Cu–N‐heterocyclic carbene (Cu–NHC) complexes ( 3a–e ) was successfully synthesized and their structures verified by NMR, HRMS, and elemental analysis. These complexes displayed excellent catalytic performance in the 1,3‐dipolar cycloaddition of alkynes with azides, producing 1,4‐disubstituted triazoles ( 4a–e ) in isolated yields of 80%–91%. The cycloaddition between phenylacetylene and various azides was also explored theoretically using DFT/B3LYP/6‐311+G(d) methods. The cytotoxic properties of the obtained compounds were evaluated against A549, HCT116, and BEAS‐2B cell lines, with several derivatives exhibiting significant anticancer activity. Moreover, their antioxidant potential was assessed through DPPH and ABTS radical‐scavenging assays, in which compound 2 showed particularly strong performance.

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Cite This Study

Zouaghi et al. (2026) studied this question.

synapsesocial.com/papers/6a02c324ce8c8c81e96407f6https://doi.org/10.1002/cbdv.71280
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