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

Qiao Zhang, Wengang Xu (), Qiong Liu (), Congjian Xia, Qi Shao, Lishuang Ma and Mingbo Wu ()
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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)

Nature Communications, 2024, vol. 15, issue 1, 1-10

Abstract: 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.

Date: 2024
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DOI: 10.1038/s41467-024-48769-1

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