有机化学 ›› 2019, Vol. 39 ›› Issue (7): 1837-1845.DOI: 10.6023/cjoc201902006 上一篇    下一篇

综述与进展

高价碘试剂的有机电化学合成及应用研究进展

张怀远, 唐蓉萍, 石星丽, 颉林, 伍家卫   

  1. 兰州石化职业技术学院应用化学工程学院 甘肃省石油化工过程工程应用技术协同创新中心 兰州 730060
  • 收稿日期:2019-02-11 修回日期:2019-03-10 出版日期:2019-07-25 发布日期:2019-04-09
  • 通讯作者: 张怀远 E-mail:zhanghuaiyuan@lzpcc.edu.cn
  • 基金资助:

    甘肃省高等学校科学研究(No.2018B-091)和兰州石化职业技术学院教科研(No.JY2018-25)资助项目.

Recent Advances in Organic Electrochemical Synthesis and Application of Hypervalent Iodine Reagents

Zhang Huaiyuan, Tang Rongping, Shi Xingli, Xie Lin, Wu Jiawei   

  1. Gansu Province Collaborative Innovation Center of Petrochemical Engineering Application Technology, College of Applied Chemical Engineering, Lanzhou Petrochemical Polytechnic, Lanzhou 730060
  • Received:2019-02-11 Revised:2019-03-10 Online:2019-07-25 Published:2019-04-09
  • Contact: 10.6023/cjoc201902006 E-mail:zhanghuaiyuan@lzpcc.edu.cn
  • Supported by:

    Project supported by the Scientific Research Projects of Colleges and Universities in Gansu Province (No. 2018B-091) and the Teaching and Scientific Research Project of Lanzhou Petrochemical Poly Technic (No. JY2018-25).

芳基碘化物的阳极氧化是一种绿色高效的用于合成高价碘试剂的方法,该方法用电流代替了化学试剂,避免了使用价格昂贵、反应后处理棘手的氧化剂,如m-CPBA,H2O2,Oxone,Selectfluor等.利用电化学合成的高价碘试剂,既可促进氟化、氧化环化等反应,也可成功地应用于天然产物的全合成.一价碘/三价碘氧化还原体系可用来高效地形成碳碳键、碳杂原子等化学键.此外,能回收循环再利用的芳基碘介质可用于间接阳极氟化,且容易和产物分离.总结近年来高价碘试剂的电化学合成方法及其介导的各种化学反应.

关键词: 电化学合成, 高价碘试剂, 氟化, 氧化环化

Anodic oxidation of aryl iodine compouds is a green and efficient method for the synthesis of hypervalent iodine reagents. This method replaces chemical reagents with electric current, avoiding the use of expensive and handle difficult oxidants such as m-CPBA, H2O2, oxone, selectfluor etc. Electrochemically generated hypervalent iodine reagents can not only promote fluorination, oxidative cyclization, but also be successfully applied in the total synthesis of natural products. In addition, recyclable aryl iodine mediator can be used to indirect anodic fluorination and easily separated from products. The organic electrochemical synthesis of hypervalent iodine reagents and their applications in various chemical transformations are reviewed.

Key words: electrochemical synthesis, hypervalent iodine reagent, fluorination, oxidative cyclization