Chinese Journal of Organic Chemistry    

ARTICLE

可见光氧化还原催化吲哚的还原去芳构化反应

杨丹a, 李天真a, 白靖宜b, 张洪浩a,*, 石枫a,c,*   

  1. a常州大学石油化工学院、功能杂环研究院 江苏常州 213164;
    b南京大学化学学院 江苏南京 210023;
    c江苏师范大学化学与材料科学学院 江苏徐州 221116
  • 收稿日期:2025-12-29 修回日期:2026-03-02
  • 基金资助:
    国家自然科学基金(Nos. 22125104, 22571026)资助项目.

Visible-Light Photoredox-Catalyzed Reductive Dearomatization of Indoles

Yang Dana, Li Tian-Zhena, Bai Jingyib, Zhang Hong-Haoa,*, Shi Fenga,c,*   

  1. aSchool of Petrochemical Engineering, Institute of Functional Heterocycles, Changzhou University, Changzhou, Jiangsu 213164;
    bSchool of Chemistry, Nanjing University, Nanjing, Jiangsu 210023;
    cSchool of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu 221116
  • Received:2025-12-29 Revised:2026-03-02
  • Contact: *E-mail: zhanghonghao@cczu.edu.cn; fshi@jsnu.edu.cn
  • Supported by:
    National Natural Science Foundation of China (Nos. 22125104, 22571026).

This study developed an efficient photoredox catalytic system for the radical reductive dearomatization of indoles. Employing N,N-diisopropylethylamine (DIPEA) as an organic reductant, the reaction proceeds under mild conditions. Both substituted and unsubstituted indoles at the 2-position are well tolerated, affording a series of structurally diverse functionalized indoline derivatives in high yields (up to 99%). This method exhibits good functional group compatibility and broad substrate scope. Furthermore, scale-up experiments and synthetic transformations demonstrate the potential utility of this strategy in practical synthesis.

Key words: photoredox, indole, dearomatization, indoline, radical