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<p>An efficient and environmentally benign protocol for synthesizing valuable and structurally diverse phosphoramidates via the sodium iodide (NaI)-catalyzed oxidative cross-coupling of various H-phosphonates with both aromatic and aliphatic amines. This new method utilizes H<sub>2</sub>O<sub>2</sub> (30% aq.) as a green oxidant, ethyl acetate (EA) as a renewable, low-toxic solvent, and inexpensive, readily available NaI (10&#xa0;mol%) as the sole catalyst, circumventing the need for toxic reagents, transition metal catalysts, and special equipment. It exhibits excellent compatibility with a wide range of aromatic and aliphatic amines, as well as several amino-containing pharmaceuticals, including Vortioxetine, Fluoxetine, Ceritinib, Linagliptin, and Crizotinib.</p>

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A metal-free synthesis of phosphoramidates via I−-catalyzed oxidative coupling of anilines/amines with H-phosphonates

  • 期刊论文

  • 发表日期：

    2025年8月23日

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  • Mengyu Xie,
  • Huiting Xu,
  • Linjiao Zhu,
  • Tao Cai,
  • Runpu Shen

摘要

An efficient and environmentally benign protocol for synthesizing valuable and structurally diverse phosphoramidates via the sodium iodide (NaI)-catalyzed oxidative cross-coupling of various H-phosphonates with both aromatic and aliphatic amines. This new method utilizes H2O2 (30% aq.) as a green oxidant, ethyl acetate (EA) as a renewable, low-toxic solvent, and inexpensive, readily available NaI (10 mol%) as the sole catalyst, circumventing the need for toxic reagents, transition metal catalysts, and special equipment. It exhibits excellent compatibility with a wide range of aromatic and aliphatic amines, as well as several amino-containing pharmaceuticals, including Vortioxetine, Fluoxetine, Ceritinib, Linagliptin, and Crizotinib.