Efficient synthesis of fluoren-9-ones by the palladium-catalyzed annulation of arynes by 2-haloarenecarboxaldehydes

J Org Chem. 2008 Sep 5;73(17):6679-85. doi: 10.1021/jo8009215. Epub 2008 Aug 7.

Abstract

Fluoren-9-ones and derivatives are readily prepared in good yields by the annulation of in situ generated arynes by 2-haloarenecarboxaldehydes in the presence of a palladium catalyst.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Aldehydes / chemistry*
  • Alkynes / chemistry*
  • Catalysis
  • Fluorenes / chemical synthesis*
  • Hydrocarbons, Halogenated / chemistry*
  • Models, Chemical
  • Palladium / chemistry*
  • Stereoisomerism

Substances

  • Aldehydes
  • Alkynes
  • Fluorenes
  • Hydrocarbons, Halogenated
  • Palladium
  • 9-fluorenone