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<p>Monofluoroalkoxy group (OCHF), despite their significance in pharmaceutically relevant molecules, have received less attention compared to other fluoroalkoxy moieties. In this work, we introduce a novel benzoimidazolium salt-based reagent for the photocatalytic radical monofluoromethoxylation of alkenes, enabling the synthesis of a wide range of alkenyl- and allylic monofluoromethyl ethers. This mild and scalable method exhibits broad functional group tolerance and is applicable to diverse molecular frameworks. The strategy is also effective for late-stage monofluoromethoxylation of complex molecules derived from drugs and natural products.</p>

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N-monofluoromethoxy benzoimidazole: a bench stable reagent for direct radical monofluoromethoxylation of alkenes

  • 期刊论文

  • 发表日期：

    2025年2月12日

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  • Ning Chen,
  • Jingjing Ling,
  • Keguang Cheng,
  • Hai-Tao Tang,
  • Quande Wang

摘要

Monofluoroalkoxy group (OCHF), despite their significance in pharmaceutically relevant molecules, have received less attention compared to other fluoroalkoxy moieties. In this work, we introduce a novel benzoimidazolium salt-based reagent for the photocatalytic radical monofluoromethoxylation of alkenes, enabling the synthesis of a wide range of alkenyl- and allylic monofluoromethyl ethers. This mild and scalable method exhibits broad functional group tolerance and is applicable to diverse molecular frameworks. The strategy is also effective for late-stage monofluoromethoxylation of complex molecules derived from drugs and natural products.