volume 32 issue 2 pages 167-169

Radical oxyamination of vinyl azides with N-hydroxyphthalimide under the action of [bis(trifluoroacetoxy)iodo]benzene

Publication typeJournal Article
Publication date2022-03-31
scimago Q3
wos Q3
SJR0.305
CiteScore3.0
Impact factor1.7
ISSN09599436, 1364551X
General Chemistry
Abstract
O,O ′-Bis(phthalimido)-modified 2-(hydroxyimino)ethanols containing N–O–N fragment were synthesized in high yields via the reaction of vinyl azides with N -hydroxyphthalimide under the action of hypervalent iodine-based oxidant. The reaction proceeds under mild conditions and is compatible with a wide range of vinyl azides. Presumably, the process starts with the oxidative formation of phthalimide- N -oxyl radical, followed by its addition to vinyl azide with the subsequent trapping of the generated iminyl radical with the second phthalimide- N -oxyl radical.
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Paveliev S. A. et al. Radical oxyamination of vinyl azides with N-hydroxyphthalimide under the action of [bis(trifluoroacetoxy)iodo]benzene // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 167-169.
GOST all authors (up to 50) Copy
Paveliev S. A., Segida O. O., Fedorova U. V., Mulina O. M., Terent'ev A. O. Radical oxyamination of vinyl azides with N-hydroxyphthalimide under the action of [bis(trifluoroacetoxy)iodo]benzene // Mendeleev Communications. 2022. Vol. 32. No. 2. pp. 167-169.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2022.03.004
UR - https://doi.org/10.1016/j.mencom.2022.03.004
TI - Radical oxyamination of vinyl azides with N-hydroxyphthalimide under the action of [bis(trifluoroacetoxy)iodo]benzene
T2 - Mendeleev Communications
AU - Paveliev, Stanislav A
AU - Segida, Oleg O
AU - Fedorova, Uliana V
AU - Mulina, O M
AU - Terent'ev, Alexander O.
PY - 2022
DA - 2022/03/31
PB - OOO Zhurnal "Mendeleevskie Soobshcheniya"
SP - 167-169
IS - 2
VL - 32
SN - 0959-9436
SN - 1364-551X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2022_Paveliev,
author = {Stanislav A Paveliev and Oleg O Segida and Uliana V Fedorova and O M Mulina and Alexander O. Terent'ev},
title = {Radical oxyamination of vinyl azides with N-hydroxyphthalimide under the action of [bis(trifluoroacetoxy)iodo]benzene},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {OOO Zhurnal "Mendeleevskie Soobshcheniya"},
month = {mar},
url = {https://doi.org/10.1016/j.mencom.2022.03.004},
number = {2},
pages = {167--169},
doi = {10.1016/j.mencom.2022.03.004}
}
MLA
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MLA Copy
Paveliev, Stanislav A., et al. “Radical oxyamination of vinyl azides with N-hydroxyphthalimide under the action of [bis(trifluoroacetoxy)iodo]benzene.” Mendeleev Communications, vol. 32, no. 2, Mar. 2022, pp. 167-169. https://doi.org/10.1016/j.mencom.2022.03.004.