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Synlett 2001; 2001(10): 1644-1646
DOI: 10.1055/s-2001-17470
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Highly Regioselective Anodic Monofluorination of 2H-1,4-Benzoxazin-3(4H)-one Derivatives

Mohamed R. Shaaban* , Toshio Fuchigami
  • *Department of Electronic Chemistry, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8502, Japan; Fax + 81(45)9 24 54 06; E-mail: fuchi@echem.titech.ac.jp
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Publication Date:
27 September 2001 (online)

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Anodic monofluorination of N-substituted 1,4-benzoxazinone derivatives in DME containing Et4NF · 4 HF using a divided cell and platinum plate electrodes provided the corresponding α-monofluorinated products selectively in good to moderate yields, while that of N-unsubstituted 1,4-benzoxazinone derivative gave the corresponding benzene ring fluorinated product selectively.

selective fluorination - electrochemical fluorination - fluorinated heterocycles - electrooxidation - fluoride salt