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<p>Visible light-induced dearomative cycloaddition has emerged as a powerful strategy for constructing complex polycyclic frameworks from simple aromatic precursors. Angularly fused polycyclic systems, which exhibit distinctive structural rigidity and tunable physicochemical properties, represent privileged scaffolds in bioactive natural products and pharmaceuticals. Herein, we report a robust photocatalytic protocol for the direct assembly of angularly fused tetracyclic scaffolds through intermolecular dearomatization of benzothiophene/indole derivatives with <i>N</i>-aryl cyclopropylamines. This transformation is achieved via a mechanistically intriguing cascade involving photocatalytic dearomative [3 + 2] cycloaddition and subsequent cyclization. This work demonstrates the synthetic feasibility of photocatalytic intermolecular dearomative [3 + 2] processes, providing direct access to structurally distinct angularly fused tetracyclic cores.</p>

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Visible Light-Induced Intermolecular Dearomatization for Constructing Angularly Fused Tetracyclic Scaffolds

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2026年6月30日

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  • Fan Lin,
  • Ting-Ting Song,
  • Li-Ming Zhang,
  • Zhi-Yuan Ding,
  • Yilitabaier Julaiti,
  • Yanhua Lu,
  • Boshun Wan,
  • Yaguang Sun,
  • Qing-An Chen

摘要

Visible light-induced dearomative cycloaddition has emerged as a powerful strategy for constructing complex polycyclic frameworks from simple aromatic precursors. Angularly fused polycyclic systems, which exhibit distinctive structural rigidity and tunable physicochemical properties, represent privileged scaffolds in bioactive natural products and pharmaceuticals. Herein, we report a robust photocatalytic protocol for the direct assembly of angularly fused tetracyclic scaffolds through intermolecular dearomatization of benzothiophene/indole derivatives with N-aryl cyclopropylamines. This transformation is achieved via a mechanistically intriguing cascade involving photocatalytic dearomative [3 + 2] cycloaddition and subsequent cyclization. This work demonstrates the synthetic feasibility of photocatalytic intermolecular dearomative [3 + 2] processes, providing direct access to structurally distinct angularly fused tetracyclic cores.