Palladium Catalyzed Carbonylative Coupling of Alkyl Boron Reagents with Bromodifluoroacetamides

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DOI

  • Hongfei Yin, Center for Materials Crystallography, Department of Chemistry and iNANO, Aarhus University, Langelandsgade 140, DK-8000 Aarhus C
  • ,
  • Jakob J. Kumke
  • ,
  • Katrine Domino
  • Troels Skrydstrup

A catalytic protocol for the preparation of α,α-difluoro-β-alkyl-β-ketoamides is developed employing a Pd-mediated carbonylative Suzuki coupling between alkylboron reagents and bromodifluoroacetamides with COgen as the CO source. The reaction reveals good functional group tolerance providing a broad selection of α,α-difluoro-β-alkyl-β-ketoamides in moderate to good yields, which represent useful precursors for further synthetic manipulation. Finally, the methodology is amenable to 13C-isotope labeling at the ketone carbon applying 13C-COgen.

Original languageEnglish
JournalACS Catalysis
Volume8
Issue5
Pages (from-to)3853-3858
Number of pages6
ISSN2155-5435
DOIs
Publication statusPublished - 4 May 2018

    Research areas

  • alkyl substrates, carbon-13 isotope-labeling, carbonylative Suzuki, fluoride, palladium catalysis

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