<p>Electron-deficient nitrogen-containing aromatic heterocycles, particularly pyridine derivatives, can be converted into all-carbon aromatic frameworks via the ANRORC (Addition of Nucleophile, Ring-Opening, and Ring-Closing) skeletal editing process, providing a convenient tool for molecular diversification. However, reported methods are mainly limited to nucleophilic modification of ring-opening species. Herein, we report a distinct electrophilic modification method, smoothly converting pyridines into arene-1,3-dialdehydes or naphthalene-1,3-dialdehydes.</p>

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Skeletal editing of pyridines to aryldialdehydes

  • Meixin Yan,
  • Yonglin Shi,
  • Cong Lv,
  • Shunyao Huang,
  • Shun Li,
  • Dexi Yang,
  • Jiangui Zhao,
  • Zhishan Su,
  • Weidong Jiang,
  • Weichao Xue,
  • Jiaqi Xu,
  • Xueli Zheng,
  • Ruixiang Li,
  • Hua Chen,
  • Haiyan Fu

摘要

Electron-deficient nitrogen-containing aromatic heterocycles, particularly pyridine derivatives, can be converted into all-carbon aromatic frameworks via the ANRORC (Addition of Nucleophile, Ring-Opening, and Ring-Closing) skeletal editing process, providing a convenient tool for molecular diversification. However, reported methods are mainly limited to nucleophilic modification of ring-opening species. Herein, we report a distinct electrophilic modification method, smoothly converting pyridines into arene-1,3-dialdehydes or naphthalene-1,3-dialdehydes.