Oxidative Cycloaddition of Aldoximes with Maleimides using Catalytic Hydroxy(aryl)iodonium Species
Publication type: Journal Article
Publication date: 2016-05-24
scimago Q1
wos Q1
SJR: 0.930
CiteScore: 8.0
Impact factor: 4.0
ISSN: 16154150, 16154169
General Chemistry
Abstract
A mild catalytic procedure for the efficient oxidative cyclization of aldoximes with maleimides mediated by hypervalent iodine(III) active species has been developed. This catalytic cyclization affords the corresponding pyrrolo-isoxazole products in generally good yields. The catalytic cycle involves active hydroxy(aryl)iodonium species generated in situ from 2-iodobenzoic acid as precatalyst and m-chloroperoxybenzoic acid (m-CPBA) as terminal oxidant in the presence of trifluoromethanesulfonic acid. The presence of active hydroxy(aryl)iodonium species in this reaction has been confirmed by ESI-mass spectrometry and 1H NMR spectroscopy.
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31
Total citations:
31
Citations from 2024:
4
(12.9%)
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MLA
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GOST
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YOSHIMURA A. et al. Oxidative Cycloaddition of Aldoximes with Maleimides using Catalytic Hydroxy(aryl)iodonium Species // Advanced Synthesis and Catalysis. 2016. Vol. 358. No. 14. pp. 2340-2344.
GOST all authors (up to 50)
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YOSHIMURA A., Nguyen K. C., Rohde G., Saito A., S. Yusubov M., Zhdankin V. V. Oxidative Cycloaddition of Aldoximes with Maleimides using Catalytic Hydroxy(aryl)iodonium Species // Advanced Synthesis and Catalysis. 2016. Vol. 358. No. 14. pp. 2340-2344.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/adsc.201600331
UR - https://doi.org/10.1002/adsc.201600331
TI - Oxidative Cycloaddition of Aldoximes with Maleimides using Catalytic Hydroxy(aryl)iodonium Species
T2 - Advanced Synthesis and Catalysis
AU - YOSHIMURA, Akira
AU - Nguyen, Khiem C
AU - Rohde, Gregory
AU - Saito, Akio
AU - S. Yusubov, Mekhman
AU - Zhdankin, Viktor V.
PY - 2016
DA - 2016/05/24
PB - Wiley
SP - 2340-2344
IS - 14
VL - 358
SN - 1615-4150
SN - 1615-4169
ER -
Cite this
BibTex (up to 50 authors)
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@article{2016_YOSHIMURA,
author = {Akira YOSHIMURA and Khiem C Nguyen and Gregory Rohde and Akio Saito and Mekhman S. Yusubov and Viktor V. Zhdankin},
title = {Oxidative Cycloaddition of Aldoximes with Maleimides using Catalytic Hydroxy(aryl)iodonium Species},
journal = {Advanced Synthesis and Catalysis},
year = {2016},
volume = {358},
publisher = {Wiley},
month = {may},
url = {https://doi.org/10.1002/adsc.201600331},
number = {14},
pages = {2340--2344},
doi = {10.1002/adsc.201600331}
}
Cite this
MLA
Copy
YOSHIMURA, Akira, et al. “Oxidative Cycloaddition of Aldoximes with Maleimides using Catalytic Hydroxy(aryl)iodonium Species.” Advanced Synthesis and Catalysis, vol. 358, no. 14, May. 2016, pp. 2340-2344. https://doi.org/10.1002/adsc.201600331.