The γ-Valerolactone (GVL) as Innoxious Reaction Media for the Synthesis of 2-Aryl-2H-Indazoles via C-N and N-N Bond Formation under Cu(I)-Catalyzed Ligand and Base Free Conditions

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Date

2024

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Taylor and Francis Ltd.

Abstract

An efficient method for N-arylation and N-N bond formation has been developed using an innoxious reaction medium, γ-valerolactone (GVL), as both a solvent and a ligand. The strategy involves utilizing CuI as a catalyst under conditions free of external ligands and bases. Various aldehyde and amine derivatives with different functional groups were investigated, resulting in the production of 2-aryl-2H-indazole compounds with yields ranging from 75% to 93%. This study highlights the effectiveness of GVL, a solvent derived from biomass, as a reaction medium and ligand in a multicomponent reaction. © 2023 Taylor & Francis Group, LLC.

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Keywords

Chelation, Copper compounds, Ligands, Reaction kinetics, 2h-indazole, Bond formation, C-N bond formation, Cu(I)-catalyse, Indazole, Multicomponent reaction, Multicomponents, N-N bond formation, Reaction media, Catalysis

Citation

Polycyclic Aromatic Compounds, 2024, 44, 7, pp. 4832-4843

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