A novel reaction of gem-difluorocyclopropyl ketones with nitriles leading to 2-fluoropyrroles

Chem Commun (Camb). 2013 Oct 28;49(84):9833-5. doi: 10.1039/c3cc45456h.

Abstract

The CF3SO3H-promoted ring opening of gem-difluorocyclopropyl ketones prefers to undergo proximal bond cleavage and the subsequent cyclization with nitriles occurred smoothly to give 2-fluoropyrroles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crystallography, X-Ray
  • Hydrocarbons, Fluorinated / chemistry*
  • Ketones / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Nitriles / chemistry*
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry

Substances

  • Hydrocarbons, Fluorinated
  • Ketones
  • Nitriles
  • Pyrroles