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Synthesis of substituted furan-3-carboxylates from alkyl 3-bromo-3-nitroacrylates

Kirill Aleksandrovich Gomonov 1
Kirill Aleksandrovich Gomonov
, 
Vasilii Vasil'evich Pelipko 1
Vasilii Vasil'evich Pelipko
, 
Igor Anatol'evich Litvinov 2
Igor Anatol'evich Litvinov
, 
Ruslan Izmailovich Baichurin 1
Ruslan Izmailovich Baichurin
, 
Sergey Valentinovich Makarenko 1
Sergey Valentinovich Makarenko
1 Herzen State Pedagogical University of Russia, St. Petersburg, Russian Federation
2 A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
10.1016/j.mencom.2023.01.003
Published 2022-12-26
Communication , Volume 33, Issue 1, 11-13
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Gomonov K. A. et al. Synthesis of substituted furan-3-carboxylates from alkyl 3-bromo-3-nitroacrylates // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 11-13.
GOST all authors (up to 50) Copy
Gomonov K. A., Pelipko V. V., Litvinov I. A., Baichurin R. I., Makarenko S. V. Synthesis of substituted furan-3-carboxylates from alkyl 3-bromo-3-nitroacrylates // Mendeleev Communications. 2022. Vol. 33. No. 1. pp. 11-13.
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TY - JOUR
DO - 10.1016/j.mencom.2023.01.003
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.003
TI - Synthesis of substituted furan-3-carboxylates from alkyl 3-bromo-3-nitroacrylates
T2 - Mendeleev Communications
AU - Gomonov, Kirill Aleksandrovich
AU - Pelipko, Vasilii Vasil'evich
AU - Litvinov, Igor Anatol'evich
AU - Baichurin, Ruslan Izmailovich
AU - Makarenko, Sergey Valentinovich
PY - 2022
DA - 2022/12/26
PB - Mendeleev Communications
SP - 11-13
IS - 1
VL - 33
ER -
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@article{2022_Gomonov,
author = {Kirill Aleksandrovich Gomonov and Vasilii Vasil'evich Pelipko and Igor Anatol'evich Litvinov and Ruslan Izmailovich Baichurin and Sergey Valentinovich Makarenko},
title = {Synthesis of substituted furan-3-carboxylates from alkyl 3-bromo-3-nitroacrylates},
journal = {Mendeleev Communications},
year = {2022},
volume = {33},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.003},
number = {1},
pages = {11--13},
doi = {10.1016/j.mencom.2023.01.003}
}
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Gomonov, Kirill Aleksandrovich, et al. “Synthesis of substituted furan-3-carboxylates from alkyl 3-bromo-3-nitroacrylates.” Mendeleev Communications, vol. 33, no. 1, Dec. 2022, pp. 11-13. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.01.003.
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Keywords

1-halo-1-nitroethenes
2
3-dihydrofurancarboxylates
acetylacetone
alkyl acetoacetates
CH-acids
furan-carboxylates
heterocyclization.
nitroacrylates

Abstract

Carbonyl-containing furan-3-carboxylates were obtained by the refluxing of alkyl 3-bromo-3-nitroacrylates and acyclic CH-acids, namely, pentane-2,4-dione and alkyl 3-oxo-butanoates in methanol in the presence of equimolar amounts of potassium acetate. The products can be prepared by the similar processing of 2-nitro-2,3-dihydrofuran-3-carboxy-lates being the intermediates in the total transformation.

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