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综述与进展

自由基硒磺酰化研究进展

刘世峥a,b, 窦明煜b, 崔玉*,a, 窦建民*,b, 魏文廷*,c   

  1. (a济南大学化学化工学院 济南 250022)
    (b山东省化学储能与新型电池技术重点实验室 聊城大学化学化工学院 聊城 252059)
    (c宁波大学材料科学与化学工程学院 宁波 315211)
  • 收稿日期:2025-10-23 修回日期:2025-11-29
  • 基金资助:
    山东自然科学基金(No. ZR2022QB233)资助项目; 国家自然科学基金(No. 21876062)资助项目.

Research progress on radical selenosulfonylation

Liu Shizhenga,b, Dou Mingyub, Cui Yu*,a, Dou Jianmin*,b, Wei Wenting*,c   

  1. (aSchool of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022)
    (bShandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252059)
    (cSchool of Materials Science and Chemical Engineering, Ningbo University, Ningbo 315211)
  • Received:2025-10-23 Revised:2025-11-29
  • Contact: *E-mail: chm_cuiy@ujn.edu.cn; jmdou@lcu.edu.cn; weiwenting@nbu.edu.cn
  • Supported by:
    Project Supported by the Natural Science Foundation of Shandong Province (No. ZR2022QB233) and National Natural Science Foundation of China (No. 21876062).

硒磺酰化已成为同时构建C—Se和C—S键最为快速和实用的方法之一,该转化制备的硒代砜类化合物不仅在药物研发、天然产物结构单元修饰、功能材料中占据重要地位,而且能作为通用的合成中间体实现进一步转化. 自由基硒磺酰化具有反应活性高、条件温和、官能团耐受性优良等特点,近二十年来取得了蓬勃发展. 本综述从磺酰化试剂的种类出发,将该领域细分为来源于硒磺酸酯、磺酰肼、亚磺酸钠/亚磺酸、芳基重氮盐与1,4-二氮杂双环[2.2.2]辛烷-1,4-二鎓-1,4-二亚磺酸(DABSO)结合、环丁酮肟酯与DABSO结合、炔烃与DABSO结合,简要论述了近年来自由基硒磺酰化反应的研究进展.

关键词: 自由基反应, 硒磺酰化, 磺酰化试剂, 硒代砜

Selenosulfonylation has emerged as one of the most efficient and practical methods for the simultaneous construction of C—Se and C—S bonds. The selenosulfone compounds prepared by this transformation not only play significant roles in drug development, natural product structural modification, and functional materials, but also serve as versatile synthetic intermediates for further transformations. Over the past two decades, radical selenosulfonylation has experienced considerable progress, characterized by its high reactivity, mild reaction conditions, and excellent functional group tolerance. This review systematically categorizes recent advances in radical selenosulfonation based on the types of sulfonylation reagents employed, including those derived from selenosulfonate salt, sulfonylhydrazine, sodium sulfite or sulfinic acid, aryl diazonium salt combined with DABSO, cyclobutanone oxime ester combined with DABSO, alkyne combined with DABSO. A concise overview of the recent developments in this field is provided accordingly.

Key words: Radical reaction, Selenosulfonylation, Sulfonylation reagent, Selenosulfone