Synthesis of fluorinated allenes via palladium-catalyzed monofluoromethylation using FBSM

Chem Commun (Camb). 2009 Dec 21:(47):7366-8. doi: 10.1039/b912531k. Epub 2009 Nov 2.

Abstract

Palladium-catalyzed monofluoromethylation of substituted 2-bromo-1,3-dienes using fluorobis(phenylsulfonyl)methane (FBSM) as a pronucleophile gave previously unknown monofluoromethylated allenes in high yields, which are the isosteres of biologically attractive allenic alcohols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkadienes / chemical synthesis*
  • Bromine Compounds / chemistry
  • Catalysis
  • Fluorine / chemistry*
  • Hydrocarbons, Fluorinated / chemistry*
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Methylation
  • Molecular Structure
  • Palladium / chemistry*

Substances

  • Alkadienes
  • Bromine Compounds
  • Hydrocarbons, Fluorinated
  • fluorobis(phenylsulfonyl)methane
  • Fluorine
  • propadiene
  • Palladium
  • Methane