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Direct Benzylic C-H Functionalization with Fluorenones under Visible-Light Irradiation.

Xi ZhaoXiaofeng YuMingjun LiuYan-Ping HuoShaomin JiXianwei LiQian Chen
Published in: The Journal of organic chemistry (2023)
An external photocatalyst-free benzylic C-H functionalization with fluorenones under visible-light irradiation has been achieved. This transformation provides an efficient synthetic approach to 9-benzylated fluorenols in ≤91% yield with 100% atom economy under mild conditions. Spectroscopic studies suggest that a reductive quenching of photoexcited fluorenones with toluene derivatives generates ketyl radicals and benzyl radicals, which undergo a cross-coupling to afford the desired fluorenols.
Keyphrases
  • visible light
  • molecular docking
  • radiation induced
  • molecular dynamics
  • molecular dynamics simulations