Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (12): 4060-4066.DOI: 10.6023/cjoc202209029 Previous Articles     Next Articles



郑汉良, 苏静雯, 周雨露, 朱钢国*()   

  1. 浙江师范大学化学系 先进催化材料教育部重点实验室 浙江金华 321004
  • 收稿日期:2022-09-24 修回日期:2022-10-13 发布日期:2022-10-31
  • 通讯作者: 朱钢国
  • 基金资助:
    国家自然科学基金(22071218); 国家自然科学基金(22203076)

Recent Advances on 5-endo-Trig Radical Cyclization of All-Carbon Systems

Hanliang Zheng, Jingwen Su, Yulu Zhou, Gangguo Zhu()   

  1. Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry,Zhejiang Normal University, Jinhua, Zhejiang 321004
  • Received:2022-09-24 Revised:2022-10-13 Published:2022-10-31
  • Contact: Gangguo Zhu
  • Supported by:
    National Natural Science Foundation of China(22071218); National Natural Science Foundation of China(22203076)

The 5-endo-trig radical closure has emerged as an ideal method for the fast aseembly of five-membered rings. It is believed to be kinetically disfavored due to the stereoelectronic disadvantages, so it is recognized as a disfavored process according to the Baldwin-Beckwith rules. Despite the challenges, continuous efforts have been devoted to develop effective strategies that enable 5-endo-trig radical cyclization. The recent advances on 5-endo-trig closure of 4-pentenyl radicals are summarized and the common strategies for accelerating the cyclization are analyzed, which will be valuable for the design and development of novel radical 5-endo-trig processes.

Key words: radical, 5-endo-trig cyclization, five-membered rings, conformational constraint, polar effect