Di(1H-benzo[d][1,2,3]triazol-1-yl)methane: An efficient ligand for copper and amine-free palladium-catalysed Sonogashira coupling reaction

Abstract

An efficient Pd-catalysed Sonogashira coupling reaction was achieved in the absence of copper and amine with inorganic base using phosphene-free, air stable di(1H-benzo[d][1,2,3]triazol-1-yl)methane as ligand. The cross coupling of electron-rich, electron-defficient and hindered aryl halides with terminal alkynes afforded the internal alkynes in good to excellent yields.

An efficient Pd-catalysed Sonogashira coupling reaction was achieved in the absence of copper and amine with inorganic base using phosphene-free, air stable di(1H-benzo[d][1,2,3]triazol-1-yl)methane as ligand. The cross coupling of electron-rich, electron-neutral, electron-defficient and hindered aryl halides with terminal alkynes afforded internal arylated alkynes in good to excellent yields.

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Correspondence to AKHILESH KUMAR VERMA.

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SINGH, J., VERMA, A.K. Di(1H-benzo[d][1,2,3]triazol-1-yl)methane: An efficient ligand for copper and amine-free palladium-catalysed Sonogashira coupling reaction. J Chem Sci 123, 937–942 (2011). https://doi.org/10.1007/s12039-011-0174-4

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Keywords

  • Palladium
  • terminal alkynes
  • benzotriazole
  • amine-free
  • copper-free