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Baeyer-Villiger rearrangement of polyalkoxybenzaldehydes with benzene ring opening

Dmitry Vadimovich Tsyganov 1
Dmitry Vadimovich Tsyganov
,  , 
Victor Vladimirovich Semenov 1
Victor Vladimirovich Semenov
10.1016/j.mencom.2024.04.026
Published 2024-04-22
Communication , Volume 34, Issue 3, 396-397
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Tsyganov D. V., Samigullina A. I., Semenov V. V. Baeyer-Villiger rearrangement of polyalkoxybenzaldehydes with benzene ring opening // Mendeleev Communications. 2024. Vol. 34. No. 3. pp. 396-397.
GOST all authors (up to 50) Copy
Tsyganov D. V., Samigullina A. I., Semenov V. V. Baeyer-Villiger rearrangement of polyalkoxybenzaldehydes with benzene ring opening // Mendeleev Communications. 2024. Vol. 34. No. 3. pp. 396-397.
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TY - JOUR
DO - 10.1016/j.mencom.2024.04.026
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.026
TI - Baeyer-Villiger rearrangement of polyalkoxybenzaldehydes with benzene ring opening
T2 - Mendeleev Communications
AU - Tsyganov, Dmitry Vadimovich
AU - Samigullina, Aida Ildusovna
AU - Semenov, Victor Vladimirovich
PY - 2024
DA - 2024/04/22
PB - Mendeleev Communications
SP - 396-397
IS - 3
VL - 34
ER -
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@article{2024_Tsyganov,
author = {Dmitry Vadimovich Tsyganov and Aida Ildusovna Samigullina and Victor Vladimirovich Semenov},
title = {Baeyer-Villiger rearrangement of polyalkoxybenzaldehydes with benzene ring opening},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.026},
number = {3},
pages = {396--397},
doi = {10.1016/j.mencom.2024.04.026}
}
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Tsyganov, Dmitry Vadimovich, et al. “Baeyer-Villiger rearrangement of polyalkoxybenzaldehydes with benzene ring opening.” Mendeleev Communications, vol. 34, no. 3, Apr. 2024, pp. 396-397. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.026.

Keywords

antioxidant.
apiol
Baeyer–Villiger rearrangement
isoxazole
maleic anhydride
quinone

Abstract

The Baeyer-Villiger oxidation of apiolaldehyde bearing o-(3-p-anisylisoxazolin-5-yl)methyl substituent proceeds first with the formation of the anticipated phenol. The subsequent oxidation of phenol with destruction of methylenedioxy ring leads to p-quinone derivative which would undergo opening of the benzene ring to finally produce maleic anhydride moiety. The structure of new compounds was proved by X-ray diffraction analysis.

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