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<p>Nitrogen incorporation is fundamental in organic synthesis for functional materials, pharmaceuticals, and agrochemicals. While C–N bond formation has gained great progress, N-N bond construction remains challenging: existing methods rely on prefunctionalized precursors, and direct coupling is hindered by narrow substrate scope and poor reactivity control. Although transition-metal-catalyzed nitrene strategies exhibit high efficacy for intermolecular N–H insertion, nitrene-mediated N–N coupling under metal-free conditions has rarely been explored. Herein, we report a broadly applicable sulfilimine-based approach for selective N–N coupling. By leveraging sulfilimines as nitrene precursors, we achieve controlled release of highly reactive nitrene intermediates, enabling intermolecular N-N coupling with amines. This strategy provides an alternative pathway for nitrene-mediated N-H insertion reaction over conventional methods, providing a streamlined route for constructing complex N–N-containing architectures.</p>

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Photo-induced selective N-N bond construction via harnessing nitrene release and transfer

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2026年1月27日

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  • Mingming Yu,
  • Jing Feng,
  • Xingyu Wang,
  • Xinyuan Xiang,
  • Ye Hu,
  • Ze-Hua Wang,
  • Ze-Feng Xu,
  • Jialong Jie,
  • Hongmei Su,
  • Hao Tang,
  • Chuan-Ying Li

摘要

Nitrogen incorporation is fundamental in organic synthesis for functional materials, pharmaceuticals, and agrochemicals. While C–N bond formation has gained great progress, N-N bond construction remains challenging: existing methods rely on prefunctionalized precursors, and direct coupling is hindered by narrow substrate scope and poor reactivity control. Although transition-metal-catalyzed nitrene strategies exhibit high efficacy for intermolecular N–H insertion, nitrene-mediated N–N coupling under metal-free conditions has rarely been explored. Herein, we report a broadly applicable sulfilimine-based approach for selective N–N coupling. By leveraging sulfilimines as nitrene precursors, we achieve controlled release of highly reactive nitrene intermediates, enabling intermolecular N-N coupling with amines. This strategy provides an alternative pathway for nitrene-mediated N-H insertion reaction over conventional methods, providing a streamlined route for constructing complex N–N-containing architectures.