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T-BuXPhos: A highly efficient ligand for Buchwald-Hartwig coupling in water

Green Chemistry, ISSN: 1463-9270, Vol: 16, Issue: 9, Page: 4170-4178
2014
  • 61
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  • 72
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Metrics Details

  • Citations
    61
    • Citation Indexes
      61
  • Captures
    72

Article Description

An efficient and versatile 'green' catalytic system for the Buchwald-Hartwig cross-coupling reaction in water is reported. In an aqueous micellar medium, the combination of t-BuXPhos with [(cinnamyl)PdCl] showed excellent performance for coupling arylbromides or chlorides with a large set of amines, amides, ureas and carbamates. The method is functional-group tolerant, proceeds smoothly (30 to 50 °C) and provides rapid access to the target compounds in good to excellent isolated yields. When applied to the synthesis of a known NaV1.8 modulator, this method led to a significant improvement of the E-factor in comparison with classical organic synthesis. © the Partner Organisations 2014.

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