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PCy 3 -assisted Ag(I)-catalyzed click reaction for regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles at room temperature.

Authors :
Hazarika R
Dutta S
Sarmah S
Hazarika PK
Singh K
Kumar A
Sarma B
Sarma D
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2024 Jan 24; Vol. 22 (4), pp. 694-698. Date of Electronic Publication: 2024 Jan 24.
Publication Year :
2024

Abstract

An approach towards Cu-free click chemistry has been developed in this work. Silver-catalyzed PCy <subscript>3</subscript> -ligand-assisted synthesis of 1,4-disubstituted 1,2,3-triazoles at room temperature has been developed. Regioselectivity of the reaction was confirmed from the results of single-crystal X-ray diffraction (SC-XRD) of one of the products. SC-XRD of ex situ -generated Ag-PCy <subscript>3</subscript> complex helped us propose a plausible mechanism for the reaction. This reaction was indicated to exhibit a catalytic activity level similar to that for the in situ -generated complex. The methodology was found to work well with benzyl azides, phenyl azides, terminal alkynes and internal alkynes in aqueous medium. The one-pot three-component reaction leading to 1,2,3-triazole synthesis also proceeded well.

Details

Language :
English
ISSN :
1477-0539
Volume :
22
Issue :
4
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
38093645
Full Text :
https://doi.org/10.1039/d3ob01738a