FeCl3-catalyzed addition of 1,3-dicarbonyl compounds to aromatic olefins

Jette Kischel, Dirk Michalik, Alexander Zapf, Matthias Beller

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

A direct, intermolecular addition of 1,3-dicarbonyl compounds to styrenes in the presence of FeCl3 as an inexpensive and disposable catalyst has been developed for the straightforward and practical synthesis of arylated diketones and ketoesters. The reactions proceed under mild conditions for most substrates (50-80°C), and no strong acid or base is required. The synthetic value of the method is demonstrated by 15 examples, including the synthesis of the current pharmaceutical drug warfarin in one step and 42% yield from commercially available substrates.

Original languageEnglish
Pages (from-to)909-914
Number of pages6
JournalChemistry - An Asian Journal
Volume2
Issue number7
DOIs
StatePublished - 2007
Externally publishedYes

Keywords

  • Alkenes
  • C-C coupling
  • Dicarbonyl compounds
  • Iron
  • Styrene

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