Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes.
Akira YOSHIMURA
1
,
Kyle R Middleton
1
,
Anthony D Todora
1
,
Brent J Kastern
1
,
Steven R Koski
1
,
Andrey V Maskaev
1
,
Publication type: Journal Article
Publication date: 2013-07-18
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
23865434
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Hypervalent iodine catalyzed oxidation of aldoximes using oxone as a terminal oxidant generates nitrile oxides, which react with alkenes and alkynes to give the corresponding isoxazolines and isoxazoles in moderate to good yields. This reaction involves active hypervalent iodine species formed in situ from catalytic iodoarene and oxone in the presence of hexafluoroisopropanol in aqueous methanol solution.
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Metrics
140
Total citations:
140
Citations from 2024:
9
(6.43%)
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GOST
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YOSHIMURA A. et al. Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes. // Organic Letters. 2013. Vol. 15. No. 15. pp. 4010-4013.
GOST all authors (up to 50)
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YOSHIMURA A., Middleton K. R., Todora A. D., Kastern B. J., Koski S. R., Maskaev A. V., Zhdankin V. V. Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes. // Organic Letters. 2013. Vol. 15. No. 15. pp. 4010-4013.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol401815n
UR - https://doi.org/10.1021/ol401815n
TI - Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes.
T2 - Organic Letters
AU - YOSHIMURA, Akira
AU - Middleton, Kyle R
AU - Todora, Anthony D
AU - Kastern, Brent J
AU - Koski, Steven R
AU - Maskaev, Andrey V
AU - Zhdankin, Viktor V.
PY - 2013
DA - 2013/07/18
PB - American Chemical Society (ACS)
SP - 4010-4013
IS - 15
VL - 15
PMID - 23865434
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2013_YOSHIMURA,
author = {Akira YOSHIMURA and Kyle R Middleton and Anthony D Todora and Brent J Kastern and Steven R Koski and Andrey V Maskaev and Viktor V. Zhdankin},
title = {Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes.},
journal = {Organic Letters},
year = {2013},
volume = {15},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/ol401815n},
number = {15},
pages = {4010--4013},
doi = {10.1021/ol401815n}
}
Cite this
MLA
Copy
YOSHIMURA, Akira, et al. “Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes..” Organic Letters, vol. 15, no. 15, Jul. 2013, pp. 4010-4013. https://doi.org/10.1021/ol401815n.