4.5 Article

An expedient heterogeneous catalyst for one-pot tandem synthesis of 1-aryl-1, 2, 3-triazoles through Huisgen 1,3-cycloaddition

Journal

RESEARCH ON CHEMICAL INTERMEDIATES
Volume 49, Issue 6, Pages 2433-2453

Publisher

SPRINGER
DOI: 10.1007/s11164-023-04996-7

Keywords

Green chemistry; Cellulose; Heterogeneous catalyst; Chan-lam coupling; Huisgen cycloaddition; Triazoles

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In this study, a cellulose-supported Schiff base Cu(II) catalyst [(Cell-ThP-Cu(II))] was developed, synthesized, and characterized. The catalytic performance of Cell-ThP-Cu(II) was investigated for one-pot Chan-Lam coupling followed by Huisgen 1,3-cycloaddition. Various 1-aryl-1,2,3-triazoles were successfully prepared with low catalyst loading, high TONs and TOFs, catalyst reusability, and the use of a green solvent at room temperature.
In the present study, cellulose-supported Schiff base Cu(II) catalyst [(Cell-ThP-Cu(II))] has been developed, synthesized, and characterized by TGA, XRD, FT-IR, SEM, EDS, ICP-OES, XPS, and BET/BJH techniques. The catalytic performance of Cell-ThP-Cu(II) was investigated for one-pot Chan-Lam coupling followed by Huisgen 1,3-cycloaddition. As a result, various 1-aryl-1,2,3-triazoles were prepared using arylboronic acids, sodium azide, and phenyl acetylenes. The notable merits of the proposed approach are low catalyst loading (0.072 mol%), high TONs (up to 1041-1347) and TOFs (up to 190-224), catalyst reusability (up to 5 cycles) and the use of a green solvent at room temperature.

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