Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (9): 1973-1984.DOI: 10.6023/cjoc201605007 Previous Articles     Next Articles



段亚南a, 姜山a, 韩永超a, 孙博a, 张弛a   

  1. a 南开大学元素有机化学国家重点实验室 天津化学化工协同创新中心农药国家工程研究中心(天津) 天津 300071
  • 收稿日期:2016-05-07 修回日期:2016-06-11 发布日期:2016-07-07
  • 通讯作者: 张弛
  • 基金资助:


Recent Advances in Hypervalent Iodine Chemistry

Duan Yanana, Jiang Shanaa, Han Yongchaoa, Sun Boa, Zhang Chia   

  1. a State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering(Tianjin), National Pesticide Engineering Research Center(Tianjin), Nankai University, Tianjin 300071
  • Received:2016-05-07 Revised:2016-06-11 Published:2016-07-07
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos.21472094, 21172110, 20872064, 20572046, 21421062, 21121002, 20421202), the Natural Science Foundation of Tianjin City (No.09JCYBJC05900), and the Program for New Century Excellent Talents in University (No.NCET-07-0461).

In recent years, an explosive growth of reactivities of hypervalent iodine reagents has witnessed and these reagents, featuring facile availability and easy handleness, offer multiple advantages over establised methods as an efficient multipurpose oxidants, whose reactivities are similar to derivatives of mercury, chromium, lead, thallium and other heavy metals, but without the toxicity and environmental problems of these heavy metal agents. Thus, hypervalent iodine reagents have received much more attention from the synthetic chemists. This account mainly summarizes our recent research progress in the area of hypervalent iodine chemistry, especially focusing on the excellent performances and unique applications brought about by the new hypervalent iodine reagents and new combinations of them both developed in our group:(1) first utilization of a recyclable iodine(Ⅲ) reagent iodosodilactone for the direct esterification, amidation and peptide synthesis and high efficient liquid-phase oligo-peptide synthesis mediated by a more powerful iodosodilactone-type reagent, 6-(3,5-bis-(trifluoro-methyl)phenyl)-1H,4H-23-ioda-2,3-dioxacyclopenta[hi]indene-1,4-dione (FPID); (2) design, synthesis and reactivity explo-ration of a new water-soluble hypervalent iodine(V) reagent, 5-trimethylammonio-1,3-dioxo-1,3-dihydro-1λ5-benzo[d]-[1,2]iodoxol-1-ol anion (AIBX); (3) systematic studies of reactivities of the first hypervalent iodine(Ⅲ) reagent iodobenzene dichloride.

Key words: hypervalent iodine reagents, iodosodilactone, FPID, AIBX, iodobenzene dichloride