Open Access
Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes
Irina A. Mironova
1
,
Akio Saito
3
,
4
Faculty of Pharmaceutical Sciences, Aomori University, 2-3-1 Kobata, Aomori 030-0943, Japan
|
Тип публикации: Journal Article
Дата публикации: 2022-06-16
PubMed ID:
35744982
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Краткое описание
The intramolecular oxidative cycloaddition reaction of alkyne- or alkene-tethered aldoximes was catalyzed efficiently by hypervalent iodine(III) species to afford the corresponding polycyclic isoxazole derivatives in up to a 94% yield. The structure of the prepared products was confirmed by various methods, including X-ray crystallography. Mechanistic study demonstrated the crucial role of hydroxy(aryl)iodonium tosylate as a precatalyst, which is generated from 2-iodobenzoic acid and m-chloroperoxybenzoic acid in the presence of a catalytic amount of p-toluenesulfonic acid.
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Mironova I. A. et al. Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes // Molecules. 2022. Vol. 27. No. 12. p. 3860.
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Mironova I. A., Nenajdenko V. G., Postnikov P. S., Saito A., S. Yusubov M., YOSHIMURA A. Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes // Molecules. 2022. Vol. 27. No. 12. p. 3860.
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TY - JOUR
DO - 10.3390/molecules27123860
UR - https://www.mdpi.com/1420-3049/27/12/3860
TI - Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes
T2 - Molecules
AU - Mironova, Irina A.
AU - Nenajdenko, Valentine G.
AU - Postnikov, Pavel S.
AU - Saito, Akio
AU - S. Yusubov, Mekhman
AU - YOSHIMURA, Akira
PY - 2022
DA - 2022/06/16
PB - MDPI
SP - 3860
IS - 12
VL - 27
PMID - 35744982
SN - 1420-3049
ER -
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BibTex (до 50 авторов)
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@article{2022_Mironova,
author = {Irina A. Mironova and Valentine G. Nenajdenko and Pavel S. Postnikov and Akio Saito and Mekhman S. Yusubov and Akira YOSHIMURA},
title = {Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes},
journal = {Molecules},
year = {2022},
volume = {27},
publisher = {MDPI},
month = {jun},
url = {https://www.mdpi.com/1420-3049/27/12/3860},
number = {12},
pages = {3860},
doi = {10.3390/molecules27123860}
}
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MLA
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Mironova, Irina A., et al. “Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes.” Molecules, vol. 27, no. 12, Jun. 2022, p. 3860. https://www.mdpi.com/1420-3049/27/12/3860.