Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (9): 3726-3732.DOI: 10.6023/cjoc202102024 Previous Articles     Next Articles

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电化学氧化-碘促进丙酮α-H芳(烷)硒化制备α-芳(烷)硒基丙酮

易荣楠a, 刘冬娴a, 吴啟林d, 赵明明a, 王勇b,*(), 王峥c,*()   

  1. a 湖南警察学院刑事科学技术系 长沙 410138
    b 中南大学基础医学院 法医学系 长沙 410013
    c 湖南科技学院化学与生物工程学院 湖南永州 425100
    d 长江师范学院化学化工学院 重庆 408000
  • 收稿日期:2021-02-08 修回日期:2021-03-20 发布日期:2021-06-07
  • 通讯作者: 王勇, 王峥
  • 基金资助:
    湖南省自然科学基金(2019JJ40392); 湖南省自然科学基金(2019JJ50193)

Electrochemical Oxidated-Iodide Promoted α-H Aryl(alkyl)selenation of Acetone for the Preparation of α-Aryl(alkyl)selenoacetones

Rongnan Yia, Dongxian Liua, Qilin Wud, Mingming Zhaoa, Yong Wangb(), Zheng Wangc()   

  1. a Criminal Technology Department, Hunan Police Academy, Changsha 410138
    b Department of Forensic Science, School of Basic Medical Science, Central South University, Changsha 410013
    c Department of Chemistry, Hunan University of Science and Engineering, Yongzhou, Hunan 425100
    d Department of Chemistry and Chemical Engineering, Yangtze Normal University, Chongqing 408000
  • Received:2021-02-08 Revised:2021-03-20 Published:2021-06-07
  • Contact: Yong Wang, Zheng Wang
  • Supported by:
    Natural Science Foundation of Hunan Province(2019JJ40392); Natural Science Foundation of Hunan Province(2019JJ50193)

α-Aryl(alkyl)selenyl ketones have been important intermediates in organic transformation. Here, a new route to α-aryl (alkyl) selenoacetones via the electrochemical oxidated iodide promoted α-H aryl(alkyl)selenation of acetone by using stable and easy available diaryl(alkyl)diselenides as selenide reagent is reported. Comparing to the previous methods, this strategy has the advantages of mild reaction conditions, high atom economy and wide functional groups tolerance, providing an efficient and green route to α-aryl (alkyl) selenoacetones.

Key words: electro-organic synthesis, iodide-promoted reaction, α-H aryl(alkyl)selenation, α-aryl(alkyl)selenoacetones