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研究论文

无配体铜催化四氢-β-咔啉的氧化重排反应

李凌岳†, 张嘉沛†, 张硕, 崔露元, 刘希功*, 刘磊   

  1. 山东大学化学与化工学院 济南 250100
  • 收稿日期:2026-02-02 修回日期:2026-03-21
  • 作者简介:†共同第一作者.
  • 基金资助:
    国家自然科学基金(Nos.22571185, 22425108), 国家重点研发计划(2024YFA1509204, 2024YFA1509202), 山东省泰山学者计划, 山东省自然科学基金(ZR2025MS252)资助项目.

Ligand-Free Copper-Catalyzed Oxidative Rearrangement of Tetrahydro-β-carbolines

Lingyue Li†, Jiapei Zhang†, Shuo Zhang, Luyuan Cui, Xigong Liu*, Lei Liu   

  1. School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China
  • Received:2026-02-02 Revised:2026-03-21
  • Contact: *E-mail: xigongliu@sdu.edu.cn
  • About author:†These authors contributed equally to this work.
  • Supported by:
    National Science Foundation of China (Nos.22571185 and 22425108), the National Basic Research Program of China (2024YFA1509204 and 2024YFA1509202), the Taishan Scholar Program at Shandong Province, the Natural Science Foundation of Shandong (ZR2025MS252).

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补充材料

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螺氧化吲哚作为一类基本骨架广泛存在于多种天然产物及生物活性分子中。吲哚的氧化重排反应已成为构建该类螺环结构最高效的策略之一。本文报道了一例无配体参与铜催化的吲哚的氧化重排反应。在温和的反应条件下,该方法能够以90–96%的收率得到结构多样的螺氧化吲哚化合物。此外,该方法还具有优异的官能团耐受性和底物适用范围,无配体参与的反应条件也提高了其在合成化学中的应用价值。

关键词: 无配体, 丰产金属催化, 铜催化, 螺氧化吲哚, 氧化重排

The oxidative rearrangement of indoles has emerged as a prominent and highly efficient strategy for accessing spirooxindoles, a privileged scaffold prevalent among bioactive molecules and natural products. Herein, we report a ligand-free copper-catayzed oxidative rearrangement of indoles, affording structurally diverse spirooxindoles in 90˗96% yields under mild reaction conditions. The reaction exhibits excellent functional group tolerance and a broad substrate scope, with the ligand-free conditions significantly enhancing its synthetic utility.

Key words: ligand-free, earth-abundant metal catalysis, copper-catalyzed, spirooxindole, oxidative rearrangement