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<p>The incorporation of difluoromethylene (–CF<sub>2</sub>–) units into alkene frameworks offers a powerful approach for constructing biologically relevant molecules. Nevertheless, general and efficient catalytic methods for the synthesis of β-difluoroamines under mild conditions remain limited. Herein, we describe a mild strategy for the divergent synthesis of β-difluorosulfenamides and β-difluoroiminothiolates from <i>gem</i>-difluoroalkenes and sulfenamides. Notably, product selectivity is controlled by the choice of base—potassium acetate (KOAc) or potassium carbonate (K<sub>2</sub>CO<sub>3</sub>)—under visible-light photoredox catalysis. The exceptionally mild reaction conditions, excellent functional-group tolerance, broad substrate scope, and compatibility with late-stage modification of pharmaceutical molecules highlight the synthetic utility and versatility of this method.</p>

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Photochemical difunctionalization of gem-difluoroalkenes with sulfenamides: divergent synthesis of β-difluorosulfenamides and β-difluoroiminothiolates

  • 期刊论文

  • 发表日期：

    2026年4月30日

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  • Gao-Feng Yang,
  • Minghan Dong,
  • Zhi Liu,
  • Mengting Kou,
  • Jin Xie,
  • Weipeng Li,
  • Chengjian Zhu

摘要

The incorporation of difluoromethylene (–CF2–) units into alkene frameworks offers a powerful approach for constructing biologically relevant molecules. Nevertheless, general and efficient catalytic methods for the synthesis of β-difluoroamines under mild conditions remain limited. Herein, we describe a mild strategy for the divergent synthesis of β-difluorosulfenamides and β-difluoroiminothiolates from gem-difluoroalkenes and sulfenamides. Notably, product selectivity is controlled by the choice of base—potassium acetate (KOAc) or potassium carbonate (K2CO3)—under visible-light photoredox catalysis. The exceptionally mild reaction conditions, excellent functional-group tolerance, broad substrate scope, and compatibility with late-stage modification of pharmaceutical molecules highlight the synthetic utility and versatility of this method.