Palladium-catalyzed carbonylative α-arylation to β-ketonitriles

Johannes Schranck, Mia Burhardt, Christoph Bornschein, Helfried Neumann, Troels Skrydstrup, Matthias Beller

Research output: Contribution to journalArticlepeer-review

35 Scopus citations

Abstract

A carbonylative α-arylation process employing unactivated nitriles for the first time is described. The reaction tolerates a range of (hetero)aryl iodides and several nitrile coupling partners. No prefunctionalization of the nitriles is necessary and the resulting β-ketonitriles are obtained in good to excellent yields. The methodology also allows for a convenient 13C-labelling of the generated carbonyl moiety. Three COmponent α-arylation: A carbonylative α-arylation process employing nitriles for the first time is described (see scheme). The reaction tolerates a range of (hetero)aryl iodides and several nitrile coupling partners. No prefunctionalization of the nitriles is necessary and the resulting β-ketonitriles are obtained in good to excellent yields. In addition, the methodology allows for a 13C-labelling of the generated carbonyl moiety.

Original languageEnglish
Pages (from-to)9534-9538
Number of pages5
JournalChemistry - A European Journal
Volume20
Issue number31
DOIs
StatePublished - 28 Jul 2014
Externally publishedYes

Keywords

  • carbonylation
  • palladium
  • α-arylation
  • β-ketonitriles

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