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综述与进展

Dowd-Beckwith反应:从卤原子转移到现代引发策略

李明强, 周磊*   

  1. a中山大学化学学院 广州 510006
  • 收稿日期:2025-12-22 修回日期:2026-01-29

Dowd-Beckwith Reaction: From Halogen Atom Transfer to Modern Initiation Strategies

Li Mingqiang, Zhou Lei*   

  1. School of Chemistry, Sun Yat-Sen University, Guangzhou 510006
  • Received:2025-12-22 Revised:2026-01-29
  • Contact: *E-mail: zhoul39@mail.sysu.edu.cn

Dowd-Beckwith反应是构建中环及官能化碳环骨架的重要策略. 随着自由基化学的发展,过渡金属催化、光氧化还原催化、电化学催化等策略也被应用于Dowd-Beckwith反应,在丰富自由基引发方式的同时,也拓展了反应的底物类型. 本文根据获得引发Dowd-Beckwith反应的关键自由基的方式,从卤原子转移、单电子转移、不饱和键加成、氢原子转移和能量转移五个方面,对该反应的历史沿革和最新进展做了总结。

关键词: 自由基, 重排, Dowd-Beckwith反应, 中环

The Dowd-Beckwith reaction is an important strategy for constructing medium-sized rings and functionalized carbocyclic skeletons. With the advancement of radical chemistry, strategies such as transition metal catalysis, photoredox catalysis, and electrochemical catalysis have been applied to the Dowd-Beckwith reaction, which not only enriches the methods for radical generation but also significantly expands the reaction scope. This review summarizes the historical evolution and recent advances of the Dowd-Beckwith reaction, classified by the methods for generating key radicals, including halogen atom transfer (XAT), single electron transfer (SET), addition to unsaturated bonds, hydrogen atom transfer (HAT), and energy transfer (EnT).

Key words: radical, rearrangement, Dowd-Beckwith reaction, medium-sized ring