Cyclisation/fluorination of nitrogen containing dienes in superacid HF-SbF5: a new route to 3- and 4-fluoropiperidines

Chem Commun (Camb). 2008 Mar 28:(12):1473-5. doi: 10.1039/b719309b. Epub 2008 Jan 31.

Abstract

Various N,N-diallylic amines and amides were rapidly converted to fluorinated piperidines after a novel cyclisation/fluorination reaction in superacid HF-SbF5.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkadienes / chemistry*
  • Antimony / chemistry*
  • Crystallography, X-Ray
  • Cyclization
  • Fluorides / chemistry*
  • Hydrocarbons, Fluorinated / chemical synthesis*
  • Hydrocarbons, Fluorinated / chemistry
  • Hydrofluoric Acid / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Nitrogen / chemistry*
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry
  • Stereoisomerism

Substances

  • Alkadienes
  • Hydrocarbons, Fluorinated
  • Piperidines
  • antimony pentafluoride
  • Antimony
  • Nitrogen
  • Fluorides
  • Hydrofluoric Acid