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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.

Roktopol HazarikaSanghamitra DuttaSamprity SarmahPriyanuj Krishnann HazarikaKuldeep SinghArvind KumarBipul SarmaDiganta Sarma
Published in: Organic & biomolecular chemistry (2023)
An approach towards Cu-free click chemistry has been developed in this work. Silver-catalyzed PCy 3 -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 3 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.
Keyphrases
  • room temperature
  • ionic liquid
  • magnetic resonance imaging
  • high resolution
  • gold nanoparticles
  • mass spectrometry
  • magnetic resonance
  • silver nanoparticles