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Zefirov's reagent and related hypervalent iodine triflates

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Viktor Vladimirovich Zhdankin 1, 2
Viktor Vladimirovich Zhdankin
10.1016/j.mencom.2021.04.002
Published 2021-04-28
Focus article , Volume 31, Issue 3, 282-287
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Yusubov M. S. O., Zhdankin V. V. Zefirov's reagent and related hypervalent iodine triflates // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 282-287.
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Yusubov M. S. O., Zhdankin V. V. Zefirov's reagent and related hypervalent iodine triflates // Mendeleev Communications. 2021. Vol. 31. No. 3. pp. 282-287.
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TY - JOUR
DO - 10.1016/j.mencom.2021.04.002
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.002
TI - Zefirov's reagent and related hypervalent iodine triflates
T2 - Mendeleev Communications
AU - Yusubov, Mehman Suleiman ogly
AU - Zhdankin, Viktor Vladimirovich
PY - 2021
DA - 2021/04/28
PB - Mendeleev Communications
SP - 282-287
IS - 3
VL - 31
ER -
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@article{2021_Yusubov,
author = {Mehman Suleiman ogly Yusubov and Viktor Vladimirovich Zhdankin},
title = {Zefirov's reagent and related hypervalent iodine triflates},
journal = {Mendeleev Communications},
year = {2021},
volume = {31},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.002},
number = {3},
pages = {282--287},
doi = {10.1016/j.mencom.2021.04.002}
}
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Yusubov, Mehman Suleiman ogly, and Viktor Vladimirovich Zhdankin. “Zefirov's reagent and related hypervalent iodine triflates.” Mendeleev Communications, vol. 31, no. 3, Apr. 2021, pp. 282-287. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.04.002.
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Keywords

benziodoxole triflate
benziodoxoles
hypervalent iodine
IBX
iodine
iodine triflates
iodonium
Zefirov's reagent

Abstract

This minireview describes chemistry of hypervalent organoiodine triflates, which have received wide synthetic application as powerful electrophilic reagents and oxidants. The first representative of these compounds, μ-oxo-bis[(trifluoromethanesulfonato)(phenyl)iodine], was originally prepared and investigated in N. S. Zefirov's laboratory at Moscow State University in the early 1980s. This compound, now commonly known as Zefirov's reagent, is a useful reagent for the synthesis of various iodonium salts from the corresponding organic precursors. Recently, thermally stable and highly reactive triflates derived from cyclic hypervalent iodine compounds, benziodoxoles, have been reported and utilized in organic synthesis. The strongest iodine(V) oxidant, IBX-ditriflate, has been prepared from 2-iodoxybenzoic acid (IBX) and triflic acid. IBX-ditriflate can readily oxidize organic substrates that are generally resistant to oxidation.

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