4.7 Article

Visible light-promoted metal-free sp3-C-H fluorination

Journal

CHEMICAL COMMUNICATIONS
Volume 50, Issue 79, Pages 11701-11704

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc05650g

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Funding

  1. NIH (NIGMS) [R01-GM079554]
  2. Welch Foundation [I-1596]
  3. UT Southwestern

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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.

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