Citation: Duan Yanan, Jiang Shana, Han Yongchao, Sun Bo, Zhang Chi. Recent Advances in Hypervalent Iodine Chemistry[J]. Chinese Journal of Organic Chemistry, ;2016, 36(9): 1973-1984. doi: 10.6023/cjoc201605007 shu

Recent Advances in Hypervalent Iodine Chemistry

Duan Yanan ^a, ,
Jiang Shana ^a ,
Han Yongchao ^a ,
Sun Bo ^a ,
Zhang Chi ^a,*,,

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

Corresponding author: Zhang Chi, zhangchi@nankai.edu.cn
Received Date: 7 May 2016
Revised Date: 11 June 2016

Fund Project: the Natural Science Foundation of Tianjin City 09JCYBJC05900the National Natural Science Foundation of China 21421062the National Natural Science Foundation of China 20572046the Program for New Century Excellent Talents in University NCET-07-0461the National Natural Science Foundation of China 21121002the National Natural Science Foundation of China 21472094the National Natural Science Foundation of China 20872064the National Natural Science Foundation of China 20421202the National Natural Science Foundation of China 21172110

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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-2aλ³-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.
- hypervalent iodine reagents,
- iodosodilactone,
- FPID,
- AIBX,
- iodobenzene dichloride
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