A general cyclocarbonylation of aryl bromides and triflates with acetylenes: Palladium-catalyzed synthesis of 3-alkylidenefuran-2-ones

Xiao Feng Wu, Basker Sundararaju, Pazhamalai Anbarasan, Helfried Neumann, Pierre H. Dixneuf, Matthias Beller

Research output: Contribution to journalArticlepeer-review

40 Scopus citations

Abstract

Making use of CO: An improved efficient synthesis of 5-aryl-3- alkylidenefuran-2-ones has been developed (see scheme). Starting from readily available (hetero)aryl bromides or aryl triflates and alkynes, furanones were produced in good yields through a double carbonylation process. To illustrate the generality of the method more than 25 furanone derivatives were synthesized, including the permethylated kinase inhibitor BE-23372M.

Original languageEnglish
Pages (from-to)8014-8017
Number of pages4
JournalChemistry - A European Journal
Volume17
Issue number29
DOIs
StatePublished - 11 Jul 2011
Externally publishedYes

Keywords

  • alkynes
  • aryl triflates
  • carbonylation
  • furanones
  • homogeneous catalysis
  • palladium

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