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A Photosensitizer-Free Radical Cascade for Synthesizing CF 3 -Containing Polycyclic Quinazolinones with Visible Light.

Qiang HuWan-Lei YuYong-Chun LuoXiu-Qin HuPeng-Fei Xu
Published in: The Journal of organic chemistry (2022)
Herein, we report an efficient photoinduced radical tandem trifluoromethylation/cyclization reaction of N -cyanamide alkenes for the synthesis of functionalized quinazolinones. Importantly, the reaction is carried out under mild conditions without any additional photosensitizer, metal, or extra additives. A series of trifluoromethyl quinazolinones were prepared efficiently with good yields and excellent functional group tolerance. Preliminary mechanistic experiments were conducted to indicate that the transformation proceeds via a possible mechanism involving photoexcited EDA complex and chain propagation.
Keyphrases
  • visible light
  • photodynamic therapy
  • electron transfer
  • cystic fibrosis
  • quantum dots
  • ionic liquid
  • liquid chromatography