Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (12): 4106-4140.DOI: 10.6023/cjoc202305022 Previous Articles     Next Articles

REVIEWS

可见光促进高价碘(III)试剂参与反应的研究进展

赵瑜a,b,*(), 段玉荣b, 史时辉b, 白育斌b, 黄亮珠b, 杨晓军b, 张琰图b, 冯彬c,*(), 张建波a,*(), 张秋禹a,*()   

  1. a 西北工业大学化学与化工学院 西安市功能有机多孔材料重点实验室 西安 710129
    b 延安大学化学与化工学院 陕西省化学反应工程重点实验室 陕西延安 716000
    c 百色学院化学与环境工程学院 广西百色 533000
  • 收稿日期:2023-05-17 修回日期:2023-07-30 发布日期:2023-08-22
  • 基金资助:
    国家自然科学基金(22161047); 陕西省科技计划(2019JM-516); 延安大学博士科研启动基金(YDBK2018-30)

Recent Advances of Hypervalent Iodine(III) Reagents upon Visible Light Irradiation

Yu Zhaoa,b,*(), Yurong Duanb, Shihui Shib, Yubin Baib, Liangzhu Huangb, Xiaojun Yangb, Yantu Zhangb, Bin Fengc,*(), Jianbo Zhanga,*(), Qiuyu Zhanga,*()   

  1. a Xi'an Key Laboratory of Functional Organic Porous Materials, School of Chemistry and Chemical Engineering, Northwestern Polytechnical University, Xi'an 710129
    b College of Chemistry and Chemical Engineeringt, Shaanxi Key Laboratory of Chemical Reaction Engineering, Yan'an University, Yan'an, Shaanxi 716000
    c College of Chemistry and Environment Engineering, Baise University, Baise, Guangxi 533000
  • Received:2023-05-17 Revised:2023-07-30 Published:2023-08-22
  • Contact: *E-mail: zhaoyyau@163.com;FB_BSUC@163.com;zhangjb@nwpu.edu.cn;qyzhang@nwpu.edu.cn
  • Supported by:
    National Natural Science Foundation of China(22161047); Science and Technology Plan Project of Shaanxi Province(2019JM-516); Research Fund for the Doctoral Program of Yan'an University(YDBK2018-30)

Hypervalent iodine reagents have attracted much attention from organic synthetic chemists. Compared to the strong oxidizing iodine(V) reagents, iodine(III) reagents show a weaker oxidizing ability, which could meet green and environmentally-friendly properties. Over the past decade, visible-light-induced photoredox catalysis has merged as a powerful tool in organic synthetic methodology, and a rapid development was witnessed. It is worth noting that some iodine(III) reagents which are stable and easily available, have been widely utilized in visible light photocatalytic reactions. Particularly, benziodoxol(on)e reagents, due to their excellent activation properties, which can serve as oxidant, radical acceptor, radical precursor and co-catalyst in photocatalytic reactions, allow for many significant chemical transformations. Additionally, phenyliodine(III) diacetate and its derivatives can proceed similar pathway in photocatalytic reactions. These issues attribute to the highly polarized I—X bond of iodine reagents, leads to their oxidizing ability and superior electrophilicity. Herein, some significant advances since in 2016 are summaried and discussed in terms of chemical transformations and mechanisms of different iodine(III) reagents. In addition, the application prospects in the future are also discussed.

Key words: hypervalent iodine(III) reagents, photocatalytic reactions, benziodoxol(on)e reagents, phenyliodine(III) diacetate