University Chemistry ›› 2024, Vol. 39 ›› Issue (12): 177-184.doi: 10.12461/PKU.DXHX202404071

Special Issue:

• Survey of Chemistry • Previous Articles     Next Articles

Advances in the Functionalization of Remote C (sp3)―H Bonds via Radical-Mediated 1,5-Hydrogen Atom Transfer

Xinyi Hou1, Qinqin Yan1, Fei Liu2, Kai Sun2, Zejiang Li1   

  1. 1 Key Laboratory of Chemical Biology of Hebei Province, State Key Laboratory of New Pharmaceutical Preparations and Excipients, Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, College of Chemistry and Materials Science, Hebei University, Baoding 071002, Hebei Province, China;
    2 College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, Shandong Province, China
  • Received:2024-04-11 Accepted:2024-06-25 Published:2024-12-17
  • Contact: Qinqin Yan, Kai Sun, Zejiang Li E-mail:yanqin_9397@126.com;sunk468@nenu.edu.cn;lizejiang898@126.com

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Abstract: Radical reactions are pivotal in organic chemistry, playing a significant role in synthetic methodologies. Radical-mediated 1,5-hydrogen atom transfer (HAT) represents an effective strategy for the functionalization of remote unactivated C(sp3)―H bonds, exhibiting excellent regioselectivity and atomic economy. Recent studies in this area have achieved breakthrough results. This review draws upon the allusion of “长辔远驭” (Chang Pei Yuan Yu) to provide a detailed discussion on the direct functionalization of remote C(sp3)―H bonds initiated by radical-induced 1,5-HAT under metal-catalyzed, visible light-catalyzed, and synergistic catalytic conditions.

Key words: 1,5-HAT, Free radical, C(sp3)―H bond activation, Remote functionalization