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Diastereoselective dearomatization of indoles via photocatalytic hydroboration on hydramine-functionalized carbon nitride

Author

Listed:
  • Qiao Zhang

    (China University of Petroleum (East China))

  • Wengang Xu

    (China University of Petroleum (East China))

  • Qiong Liu

    (Institute of Analysis, Guangdong Academy of Sciences (China National Analytical Center, Guangzhou))

  • Congjian Xia

    (China University of Petroleum (East China))

  • Qi Shao

    (China University of Petroleum (East China))

  • Lishuang Ma

    (China University of Petroleum (East China))

  • Mingbo Wu

    (China University of Petroleum (East China)
    China University of Petroleum (East China))

Abstract

A protocol for trans-hydroboration of indole derivatives using heterogeneous photocatalysis with NHC-borane has been developed, addressing a persistent challenge in organic synthesis. The protocol, leveraging high crystalline vacancy-engineered polymeric carbon nitride as a catalyst, enables diastereoselective synthesis, expanding substrate scope and complementing existing methods. The approach emphasizes eco-friendliness, cost-effectiveness, and scalability, making it suitable for industrial applications, particularly in renewable energy contexts. The catalyst’s superior performance, attributed to its rich carbon-vacancies and well-ordered structure, surpasses more expensive homogeneous alternatives, enhancing viability for large-scale use. This innovation holds promise for synthesizing bioactive compounds and materials relevant to medicinal chemistry and beyond.

Suggested Citation

  • Qiao Zhang & Wengang Xu & Qiong Liu & Congjian Xia & Qi Shao & Lishuang Ma & Mingbo Wu, 2024. "Diastereoselective dearomatization of indoles via photocatalytic hydroboration on hydramine-functionalized carbon nitride," Nature Communications, Nature, vol. 15(1), pages 1-10, December.
  • Handle: RePEc:nat:natcom:v:15:y:2024:i:1:d:10.1038_s41467-024-48769-1
    DOI: 10.1038/s41467-024-48769-1
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