Recent Advances in Hypervalent Iodine Chemistry

doi:10.6023/cjoc201605007

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

ACCOUNT

有机高价碘化学的研究进展

段亚南^a, 姜山^a, 韩永超^a, 孙博^a, 张弛^a

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 E-mail:zhangchi@nankai.edu.cn
基金资助:
国家自然科学基金（Nos.21472094，21172110，20872064，20572046，21421062，21121002，20421202）、天津市自然科学基金（No.09JCYBJC05900）、高校新世纪优秀人才（No.NCET-07-0461）资助项目.

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

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-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.

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

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Duan Yanan, Jiang Shana, Han Yongchao, Sun Bo, Zhang Chi. Recent Advances in Hypervalent Iodine Chemistry[J]. Chin. J. Org. Chem., 2016, 36(9): 1973-1984.

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有机高价碘化学的研究进展

Recent Advances in Hypervalent Iodine Chemistry

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