大学化学 >> 2024, Vol. 39 >> Issue (11): 146-157.doi: 10.12461/PKU.DXHX202403087

所属专题: 自由基化学

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通过自由基历程烯烃1,2-双官能团化反应同时构建C—O键和C—X键研究进展

吴丹清, 刘佳俊, 李天宇, 徐大振, 苗志伟   

  1. 南开大学化学学院, 元素有机化学国家重点实验室, 天津 300071
  • 收稿日期:2024-03-23 录用日期:2024-05-21 发布日期:2024-11-09
  • 通讯作者: 苗志伟, 徐大振 E-mail:miaozhiwei@nankai.edu.cn;xudazhen@nankai.edu.cn
  • 基金资助:
    国家自然科学基金面上项目(22071113);福建省南平市科技项目(N2020Z008)

Research Progress on the Simultaneous Construction of C—O and C—X Bonds via 1,2-Difunctionalization of Olefins through Radical Pathways

Danqing Wu, Jiajun Liu, Tianyu Li, Dazhen Xu, Zhiwei Miao   

  1. State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2024-03-23 Accepted:2024-05-21 Published:2024-11-09
  • Contact: Zhiwei Miao, Dazhen Xu E-mail:miaozhiwei@nankai.edu.cn;xudazhen@nankai.edu.cn

摘要: 通过自由基途径的烯烃1,2-双官能团化反应是有机合成中从烯烃直接构建C—X (X = C, N, O…)键的重要手段,其优点包括良好的区域选择性、步骤经济性和原子经济性,符合绿色化学的发展要求。含有碳-氧键的有机功能化合物种类很多,发展简单高效构建碳-氧键的合成方法是有机化学家广泛关注的研究领域。本文综述了在构建碳-氧键的同时,构建碳-碳键、碳-氮键、碳-硫键和碳-卤键的反应研究进程,并对该领域的未来发展方向进行了展望。

关键词: 烯烃, 1,2-双官能团化, 碳-氧键构建, 区域选择性, 研究进展, 自由基历程

Abstract: The 1,2-difunctionalization of olefins via radical pathways is a crucial method in organic synthesis for the direct formation of C—X (X = C, N, O, etc.) bonds from olefins. This approach offers several advantages, including high regioselectivity, step economy, and atom economy, making it compatible with the principles of green chemistry. The development of simple and efficient methods for constructing carbon-oxygen bonds is a significant area of interest in organic chemistry due to the prevalence of organic functional compounds containing these bonds. This review summarizes the recent progress in constructing carbon-oxygen bonds concurrently with carbon-carbon, carbon-nitrogen, carbon-sulfur, and carbon-halogen bonds. Additionally, the article discusses the future directions for research in this field.

Key words: Alkenes, 1,2-Difunctionalization, C—O bond construction, Regioselectivity, Research progress, Radical pathways