4.5 Article

Multicomponent Synthesis of 1,2,3-Triazoles in Water Catalyzed by Silica-Immobilized NHC-Cu(I)

Journal

CATALYSIS LETTERS
Volume 142, Issue 9, Pages 1134-1140

Publisher

SPRINGER
DOI: 10.1007/s10562-012-0880-7

Keywords

1,2,3-Triazole; Copper; Water; NHC ligand

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1,2,3-Triazole derivatives were synthesized in one-pot procedure via three-component reaction between organic halides, aromatic alkynes and sodium azide in the presence of 0.5 mol% Silica-immobilized NHC-Cu(I) catalyst. The catalyst showed high catalytic activity and 1,4-regioselectivity for the [3 + 2] Huisgen cycloaddition in water as a green solvent. This procedure has advantages that without the need to handle organic azides because of they are generated in situ. The reaction has a broad scope and good to excellent yields were obtained. The catalyst was recycled six times without significant loss of activity. 1,2,3-triazole derivatives were synthesized in one-pot procedure via three-component reaction between alkynes, alkyl halides, and sodium azide in the presence of 0.5 mol% Silica-immobilized NHC-Cu(I) catalyst. The catalyst could be readily recovered and reused for 6 cycles without significant loss of its activity.

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