Palladium-catalyzed carbonylative coupling of benzyl chlorides with aryl boronic acids in aqueous media

Xiao Feng Wu, Helfried Neumann, Matthias Beller

Research output: Contribution to journalArticlepeer-review

62 Scopus citations

Abstract

A novel chemoselective protocol for the carbonylative Suzuki coupling of benzyl chlorides with aryl boronic acids at low pressure of carbon monoxide has been developed. Applying a commercially available palladium acetate/PCy 3 catalyst system in the presence of potassium phosphate as the base and water as the solvent the coupling reactions proceeded smoothly. To demonstrate the general applicability 12 different α-arylated acetophenones have been synthesized in moderate to good yields (41-78%) under mild conditions.

Original languageEnglish
Pages (from-to)6146-6149
Number of pages4
JournalTetrahedron Letters
Volume51
Issue number47
DOIs
StatePublished - 24 Nov 2010
Externally publishedYes

Keywords

  • Aryl boronic acids
  • Benzyl chlorides
  • Carbonylation
  • Palladium
  • Suzuki reaction
  • Water

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