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综述与进展

光/电促进醇及其衍生物C-O键活化构筑C(sp2)-C(sp3)键研究进展

张艮红a, 余若曦a, 陈跃刚*,a,b   

  1. a浙江理工大学 化学与化工学院 浙江 310018;
    b天津大学 化工学院 天津 300072
  • 收稿日期:2024-09-09 修回日期:2024-10-29
  • 基金资助:
    浙江省自然科学基金(No. LQ23B020009)资助项目和浙江省博士后科研项目择优资助(No. ZJ2023033).

Research Progress in Photo/Electro-Induced C(sp2)-C(sp3) Bond Construction by Activating C-O bond of Alcohols and Their Derivatives

Zhang Genhonga, Yu Ruoxia, Chen Yuegang*,a,b   

  1. aSchool of Chemistry and Chemical Engineering, Zhejiang Sci-Tech University, Zhejiang, 310018;
    bSchool of Chemical Engineering and Technology, Tianjin University, Tianjin, 300072
  • Received:2024-09-09 Revised:2024-10-29
  • Contact: * E-mail: chenyg@zstu.edu.cn
  • Supported by:
    Natural Science Foundation of Zhejiang Province (No. LQ23B020009) and the Zhejiang Province Post-Doctoral Research Project Selected Funding(No. ZJ2023033).

开发经济、高效和实用的方法来构建C(sp2)-C(sp3)键一直是合成化学的一个中心课题。近年来,在光化学和电化学合成中,过渡金属催化的C(sp2)-C(sp3)交叉偶联反应由于其高官能团兼容性、高反应选择性、环境友好等优点已经成为一个强大的合成手段。醇作为已知的分布最广泛、天然含量最丰富的有机化合物之一,利用醇脱氧产生烷基自由基在有机化学中极具价值。本文综述了光/电催化下醇的衍生物与芳基(拟)卤代物C(sp2)-C(sp3)偶联反应,包括酯类化合物、氮杂环卡宾加合物、膦氧加合物、溴代物以及缩醛作为醇衍生物参与的偶联反应。

关键词: 光化学, 电化学, C(sp2)-C(sp3)偶联反应, 醇衍生物

Developing economical, efficient, and practical methods to construct C(sp2)-C(sp3) bonds has always been a central issue in synthetic chemistry. In recent years, the use of transition metal-catalyzed C(sp2)-C(sp3) cross coupling has become a powerful synthesis method in photochemical and electrochemical synthesis due to its high functional group compatibility, high reaction selectivity and environmental friendliness. Alcohols, as one of the most widely distributed and naturally abundant organic compounds, has great value in organic chemistry in utilizing alcohol deoxygenation to produce alkyl radicals. In this perspective, we have briefly summaried the C(sp2)-C(sp3) coupling reactions of alcohol derivatives with aryl (pseudo) halides under photo/electro catalysis, including esters, N-heterocyclic carbene adducts, phosphine-oxide adducts, bromides and acetals as alcohol derivatives.

Key words: photochemistry, electrochemistry, C(sp2)-C(sp3) coupling reaction, alcohol derivatives