Visible light-promoted metal-free sp(3)-C-H fluorination

Chem Commun (Camb). 2014 Oct 11;50(79):11701-4. doi: 10.1039/c4cc05650g.

Abstract

Photoexcited acetophenone can catalyze the fluorination of unactivated C(sp(3))-H groups. While acetophenone, a colorless oil, only has a trace amount of absorption in the visible light region, its photoexcitation can be achieved by irradiation with light generated by a household compact fluorescent lamp (CFL). This operational simple method provides improved substrate scope for the direct incorporation of a fluorine atom into simple organic molecules. CFL-irradiation can also be used to promote certain classic UV-promoted photoreactions of colorless monoarylketones and enones/enals.

Publication types

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

MeSH terms

  • Acetophenones / chemistry*
  • Acetophenones / radiation effects
  • Catalysis
  • Fluorine / chemistry*
  • Halogenation
  • Light

Substances

  • Acetophenones
  • Fluorine
  • acetophenone