Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (5): 1403-1422.DOI: 10.6023/cjoc202312004 Previous Articles     Next Articles

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含氮芳香性杂环化合物的不对称氢化反应研究进展

刘晨光*()   

  1. 中石化(北京)化工研究院有限公司 北京 100083
  • 收稿日期:2023-12-05 修回日期:2024-01-15 发布日期:2024-01-30

Progress in Asymmetric Hydrogenation of Aromatic N-Heterocyclic Compounds

Chenguang Liu()   

  1. Sinopec (Beijing) Rescarch Institute of Chemical Industry Co. Ltd., Beijing 100083
  • Received:2023-12-05 Revised:2024-01-15 Published:2024-01-30
  • Contact: *E-mail: liuchg.bjhy@sinopec.com

The structure of chiral saturated N-heterocyclic compounds widely exists in natural products, bioactive molecules, and drug molecules. Catalytic asymmetric hydrogenation of aromatic N-heterocycles is one of the most effective methods for the construction of these compounds. However, due to the strong conjugation stability of nitrogen-containing aromatic heterocyclic compounds and the poison effect of nitrogen atoms in the products on metal catalysts, the development of asymmetric hydrogenation reactions of these compounds lags far behind, and there are relatively few research reports. Therefore, how to develop efficient catalytic systems to activate the inert substrate and precisely control the stereoselectivity of the reaction is the key scientific issue of relevant research. In recent years, the development of a series of metal and organo catalysts has led to significant progress and shown broad prospects for its applications. Considering that the structures and properties of different catalysts have remarkable influence on the reactivity, selectivity, and substrate generality of the target transformations, an overview of asymmetric hydrogenation of aromatic N-heterocyclic compounds categorized is provided according to the types of catalysts.

Key words: hydrogenation reaction, asymmetric catalysis, chiral N-heterocyclic compound