Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation.
Publication type: Journal Article
Publication date: 2016-02-16
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
26880486
General Chemistry
Catalysis
Abstract
Hypervalent iodine compounds are privileged reagents in organic synthesis because of their exceptional reactivity. Among these compounds, cyclic derivatives stand apart because of their enhanced stability. They have been widely used as oxidants, but their potential for functional-group transfer has only begun to be investigated recently. The use of benziodoxol(on)es for trifluoromethylation (Togni's reagents) is already widely recognized, but other transformations have also attracted strong interest recently. In this Review, the development in the area since 2011 will be presented. After a short summary of synthetic methods to prepare benziodoxol(on)e reagents, their use to construct carbon-heteroatom and carbon-carbon bonds will be presented. In particular, the introduction of alkynes by using ethynylbenziodoxol(on)e (EBX) reagents has been highly successful. Breakthroughs in the introduction of alkoxy, azido, difluoromethyl, and cyano groups will also be described.
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349
Total citations:
349
Citations from 2024:
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(12.03%)
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Li Y. et al. Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation. // Angewandte Chemie - International Edition. 2016. Vol. 55. No. 14. pp. 4436-4454.
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Li Y., Hari D. P., Vita M. V., Waser J. Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation. // Angewandte Chemie - International Edition. 2016. Vol. 55. No. 14. pp. 4436-4454.
Cite this
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TY - JOUR
DO - 10.1002/anie.201509073
UR - https://doi.org/10.1002/anie.201509073
TI - Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation.
T2 - Angewandte Chemie - International Edition
AU - Li, Yifan
AU - Hari, Durga Prasad
AU - Vita, Maria Victoria
AU - Waser, Jerome
PY - 2016
DA - 2016/02/16
PB - Wiley
SP - 4436-4454
IS - 14
VL - 55
PMID - 26880486
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
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@article{2016_Li,
author = {Yifan Li and Durga Prasad Hari and Maria Victoria Vita and Jerome Waser},
title = {Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation.},
journal = {Angewandte Chemie - International Edition},
year = {2016},
volume = {55},
publisher = {Wiley},
month = {feb},
url = {https://doi.org/10.1002/anie.201509073},
number = {14},
pages = {4436--4454},
doi = {10.1002/anie.201509073}
}
Cite this
MLA
Copy
Li, Yifan, et al. “Cyclic Hypervalent Iodine Reagents for Atom-Transfer Reactions: Beyond Trifluoromethylation..” Angewandte Chemie - International Edition, vol. 55, no. 14, Feb. 2016, pp. 4436-4454. https://doi.org/10.1002/anie.201509073.