Hypervalent Iodine‐Catalyzed Synthesis of 1,2,4‐Oxadiazoles from Aldoximes and Nitriles
Publication type: Journal Article
Publication date: 2016-07-05
scimago Q2
wos Q2
SJR: 0.542
CiteScore: 5.0
Impact factor: 2.7
ISSN: 21935807, 21935815
Organic Chemistry
Abstract
A convenient procedure for oxidative cycloaddition of aldoximes with nitriles using stoichiometric or catalytic amounts of hypervalent iodine(III) reagent IBA-OTf (2-iodosylbenzoic acid triflate) has been developed. This efficient procedure works well for the preparation of various 1,2,4-oxadiazoles in generally high yields under mild reaction conditions. The actual oxidant in this reaction, IBA-OTf, is prepared from 2-iodosylbenzoic acid (IBA) and trifluoromethanesulfonic acid (TfOH) or it can be generated in situ from 2-iodobenzoic acid and m-chloroperoxybenzoic acid (m-CPBA) in the presence of TfOH. The nature of hydroxy(aryl)iodonium species, generated in situ from 2-iodobenzoic acid, m-CPBA, and TfOH under catalytic reaction conditions, has been confirmed by 1H NMR spectroscopy, ESI-mass spectrometry, and by X-ray diffraction.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
|
|
|
Journal of Organic Chemistry
3 publications, 10%
|
|
|
Organic and Biomolecular Chemistry
3 publications, 10%
|
|
|
Molecules
2 publications, 6.67%
|
|
|
Mendeleev Communications
2 publications, 6.67%
|
|
|
ChemistrySelect
2 publications, 6.67%
|
|
|
Chemical Society Reviews
2 publications, 6.67%
|
|
|
Molecular Diversity
1 publication, 3.33%
|
|
|
Tetrahedron
1 publication, 3.33%
|
|
|
European Journal of Organic Chemistry
1 publication, 3.33%
|
|
|
Organic Letters
1 publication, 3.33%
|
|
|
International Journal of Molecular Sciences
1 publication, 3.33%
|
|
|
New Journal of Chemistry
1 publication, 3.33%
|
|
|
Hans Journal of Medicinal Chemistry
1 publication, 3.33%
|
|
|
ChemPlusChem
1 publication, 3.33%
|
|
|
Synthetic Communications
1 publication, 3.33%
|
|
|
CrystEngComm
1 publication, 3.33%
|
|
|
Tetrahedron Letters
1 publication, 3.33%
|
|
|
Russian Chemical Reviews
1 publication, 3.33%
|
|
|
Russian Journal of General Chemistry
1 publication, 3.33%
|
|
|
Yakugaku Zasshi
1 publication, 3.33%
|
|
|
1
2
3
|
Publishers
|
1
2
3
4
5
6
7
|
|
|
Royal Society of Chemistry (RSC)
7 publications, 23.33%
|
|
|
Wiley
6 publications, 20%
|
|
|
American Chemical Society (ACS)
4 publications, 13.33%
|
|
|
MDPI
3 publications, 10%
|
|
|
OOO Zhurnal "Mendeleevskie Soobshcheniya"
2 publications, 6.67%
|
|
|
Elsevier
2 publications, 6.67%
|
|
|
Springer Nature
1 publication, 3.33%
|
|
|
Hans Publishers
1 publication, 3.33%
|
|
|
Taylor & Francis
1 publication, 3.33%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 3.33%
|
|
|
Pleiades Publishing
1 publication, 3.33%
|
|
|
Pharmaceutical Society of Japan
1 publication, 3.33%
|
|
|
1
2
3
4
5
6
7
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
30
Total citations:
30
Citations from 2024:
5
(16.66%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
YOSHIMURA A. et al. Hypervalent Iodine‐Catalyzed Synthesis of 1,2,4‐Oxadiazoles from Aldoximes and Nitriles // Asian Journal of Organic Chemistry. 2016. Vol. 5. No. 9. pp. 1128-1133.
GOST all authors (up to 50)
Copy
YOSHIMURA A., Nguyen K. C., Klasen S. C., Postnikov P. S., S. Yusubov M., Saito A., Nemykin V. V., Zhdankin V. V. Hypervalent Iodine‐Catalyzed Synthesis of 1,2,4‐Oxadiazoles from Aldoximes and Nitriles // Asian Journal of Organic Chemistry. 2016. Vol. 5. No. 9. pp. 1128-1133.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1002/ajoc.201600247
UR - https://doi.org/10.1002/ajoc.201600247
TI - Hypervalent Iodine‐Catalyzed Synthesis of 1,2,4‐Oxadiazoles from Aldoximes and Nitriles
T2 - Asian Journal of Organic Chemistry
AU - YOSHIMURA, Akira
AU - Nguyen, Khiem C
AU - Klasen, Scott C
AU - Postnikov, Pavel S.
AU - S. Yusubov, Mekhman
AU - Saito, Akio
AU - Nemykin, Victor V.
AU - Zhdankin, Viktor V.
PY - 2016
DA - 2016/07/05
PB - Wiley
SP - 1128-1133
IS - 9
VL - 5
SN - 2193-5807
SN - 2193-5815
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_YOSHIMURA,
author = {Akira YOSHIMURA and Khiem C Nguyen and Scott C Klasen and Pavel S. Postnikov and Mekhman S. Yusubov and Akio Saito and Victor V. Nemykin and Viktor V. Zhdankin},
title = {Hypervalent Iodine‐Catalyzed Synthesis of 1,2,4‐Oxadiazoles from Aldoximes and Nitriles},
journal = {Asian Journal of Organic Chemistry},
year = {2016},
volume = {5},
publisher = {Wiley},
month = {jul},
url = {https://doi.org/10.1002/ajoc.201600247},
number = {9},
pages = {1128--1133},
doi = {10.1002/ajoc.201600247}
}
Cite this
MLA
Copy
YOSHIMURA, Akira, et al. “Hypervalent Iodine‐Catalyzed Synthesis of 1,2,4‐Oxadiazoles from Aldoximes and Nitriles.” Asian Journal of Organic Chemistry, vol. 5, no. 9, Jul. 2016, pp. 1128-1133. https://doi.org/10.1002/ajoc.201600247.
Profiles