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

Yu Zhao, Yurong Duan, Shihui Shi, Yubin Bai, Liangzhu Huang, Xiaojun Yang, Yantu Zhang, Bin Feng, Jianbo Zhang, Qiuyu Zhang

Research output: Contribution to journalReview articlepeer-review

3 Scopus citations

Abstract

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.

Translated title of the contribution可见光促进高价碘(III)试剂参与反应的研究进展
Original languageEnglish
Pages (from-to)4106-4140
Number of pages35
JournalChinese Journal of Organic Chemistry
Volume43
Issue number12
DOIs
StatePublished - Dec 2023

Keywords

  • benziodoxol(on)e reagents
  • hypervalent iodine(III) reagents
  • phenyliodine(III) diacetate
  • photocatalytic reactions

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