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Visible Light-Promoted Aromatization-Driven Deconstructive Fluorination of Spiro Carbocycles.

Wen-Peng YangHong-Jie MiaoLe LiuXin-Hua DuanLi Na Guo
Published in: Organic letters (2024)
A visible light-promoted aromatization-driven deconstructive fluorination of spiro carbocycles is presented. A series of spiro dihydroquinazolinones reacted efficiently with NFSI under visible light irradiation to afford the 2-(4-fluoroalkyl)quinazolin-4(3 H )-ones in good yields with excellent functional group tolerance. A radical pathway involving C-C bond cleavage and F atom transfer is proposed for the reaction. In addition, the ring-opening chlorination of spiro dihydroquinazolinones with NCS was also applicable.
Keyphrases
  • visible light
  • electron transfer
  • drinking water
  • molecular dynamics
  • dna binding
  • radiation induced