Remote C–H Functionalization of 8-Aminoquinoline Ring

Abstract

8-Aminoquinoline is a common nitrogen-containing heterocyclic framework in many natural products, functional materials and useful drugs. It has been developed as a powerful bidentate directing group or ligand auxiliary in the field of C–H bond activation/functionalization in recent years. In this context, the synthesis of substituted 8-aminoquinoline is of great importance. In this review we focus on the functionalization of positions C2–C7 on the 8-aminoquinoline ring, which involves the formation of C–C and C–Z (Z = heteroatom) bonds by transition metal catalysts, photocatalysts or metal-free conditions. Mechanistically, a single electron transfer (SET) pathway is suggested in most cases.

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Acknowledgements

The authors thank the Natural Science Foundation of China (21676076, 21878081, 21971060), Hu-Xiang High Talent (2018RS3042) and Recruitment program for Foreign Experts of China (WQ20164300353) for financial support. R. Qiu thanks Prof. Nobuaki Kambe (Osaka University) for helpful discussions.

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Correspondence to Renhua Qiu.

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Xu, Z., Yang, X., Yin, S. et al. Remote C–H Functionalization of 8-Aminoquinoline Ring. Top Curr Chem (Z) 378, 42 (2020). https://doi.org/10.1007/s41061-020-00303-9

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Keywords

  • Remote C–H functionalization
  • 8-Aminoquinoline
  • Single electron transfer mechanism
  • Site-selective