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Synthesis of ethyl 4-(isoxazol-4-yl)-2,4-dioxobutanoates from ethyl 5-aroyl-4-pyrone-2-carboxylates and hydroxylamine

Dmitrii L'vovich Obydennov 1
Dmitrii L'vovich Obydennov
, 
Liliya Rafkatovna Khammatova 1
Liliya Rafkatovna Khammatova
, 
Vyacheslav Yakovlevich Sosnovskikh 1
Vyacheslav Yakovlevich Sosnovskikh
10.1016/j.mencom.2017.03.022
Published 2017-02-27
Communication , Volume 27, Issue 2, 172-174
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Obydennov D. L., Khammatova L. R., Sosnovskikh V. Y. Synthesis of ethyl 4-(isoxazol-4-yl)-2,4-dioxobutanoates from ethyl 5-aroyl-4-pyrone-2-carboxylates and hydroxylamine // Mendeleev Communications. 2017. Vol. 27. No. 2. pp. 172-174.
GOST all authors (up to 50) Copy
Obydennov D. L., Khammatova L. R., Sosnovskikh V. Y. Synthesis of ethyl 4-(isoxazol-4-yl)-2,4-dioxobutanoates from ethyl 5-aroyl-4-pyrone-2-carboxylates and hydroxylamine // Mendeleev Communications. 2017. Vol. 27. No. 2. pp. 172-174.
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TY - JOUR
DO - 10.1016/j.mencom.2017.03.022
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.03.022
TI - Synthesis of ethyl 4-(isoxazol-4-yl)-2,4-dioxobutanoates from ethyl 5-aroyl-4-pyrone-2-carboxylates and hydroxylamine
T2 - Mendeleev Communications
AU - Obydennov, Dmitrii L'vovich
AU - Khammatova, Liliya Rafkatovna
AU - Sosnovskikh, Vyacheslav Yakovlevich
PY - 2017
DA - 2017/02/27
PB - Mendeleev Communications
SP - 172-174
IS - 2
VL - 27
ER -
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@article{2017_Obydennov,
author = {Dmitrii L'vovich Obydennov and Liliya Rafkatovna Khammatova and Vyacheslav Yakovlevich Sosnovskikh},
title = {Synthesis of ethyl 4-(isoxazol-4-yl)-2,4-dioxobutanoates from ethyl 5-aroyl-4-pyrone-2-carboxylates and hydroxylamine},
journal = {Mendeleev Communications},
year = {2017},
volume = {27},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.03.022},
number = {2},
pages = {172--174},
doi = {10.1016/j.mencom.2017.03.022}
}
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Obydennov, Dmitrii L'vovich, et al. “Synthesis of ethyl 4-(isoxazol-4-yl)-2,4-dioxobutanoates from ethyl 5-aroyl-4-pyrone-2-carboxylates and hydroxylamine.” Mendeleev Communications, vol. 27, no. 2, Feb. 2017, pp. 172-174. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.03.022.

Abstract

Ethyl 5-aroyl-4-pyrone-2-carboxylates react with hydroxylamine in ethanol at –20°C for 30 days to produce ethyl 4-(5-arylisoxazol-4-yl)-2,4-dioxobutanoates (yields 20–67%). The similar reaction of diethyl 4-pyrone-2,5-dicarboxylate gives ethyl 4-oxo-4H-pyrano[3,4-d]isoxazole-6-carboxylate in 37% yield.

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