An Isoxazole Strategy for the Synthesis of Fully Substituted Nicotinates
Publication type: Journal Article
Publication date: 2021-04-13
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
33847124
Organic Chemistry
Abstract
A four-step quasi one-pot procedure for the preparation of fully substituted nicotinates from ketone enamines and 4-methylideneisoxazol-5-ones has been developed. The reaction sequence involves (1) reaction of 4-methylideneisoxazol-5-ones with ketone enamines with the formation of isoxazole-5-ols, (2) their O-methylation with diazomethane, (3) hydrogenative cleavage of the O-N bond in 5-methoxyisoxazoles under action of Mo(CO)6/H2O and simultaneous isomerization and condensation of the formed enamines, with the formation of dihydropyridines, and (4) aromatization of the latter.
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15
Total citations:
15
Citations from 2024:
5
(33%)
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MLA
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GOST
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Galenko E. E. et al. An Isoxazole Strategy for the Synthesis of Fully Substituted Nicotinates // Journal of Organic Chemistry. 2021. Vol. 86. No. 9. pp. 6888-6896.
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Galenko E. E., Kryukova M. A., Novikov M. S., Khlebnikov A. F. An Isoxazole Strategy for the Synthesis of Fully Substituted Nicotinates // Journal of Organic Chemistry. 2021. Vol. 86. No. 9. pp. 6888-6896.
Cite this
RIS
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TY - JOUR
DO - 10.1021/acs.joc.1c00286
UR - https://pubs.acs.org/doi/10.1021/acs.joc.1c00286
TI - An Isoxazole Strategy for the Synthesis of Fully Substituted Nicotinates
T2 - Journal of Organic Chemistry
AU - Galenko, Ekaterina E
AU - Kryukova, Mariya A
AU - Novikov, Mikhail S.
AU - Khlebnikov, Alexander F
PY - 2021
DA - 2021/04/13
PB - American Chemical Society (ACS)
SP - 6888-6896
IS - 9
VL - 86
PMID - 33847124
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2021_Galenko,
author = {Ekaterina E Galenko and Mariya A Kryukova and Mikhail S. Novikov and Alexander F Khlebnikov},
title = {An Isoxazole Strategy for the Synthesis of Fully Substituted Nicotinates},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://pubs.acs.org/doi/10.1021/acs.joc.1c00286},
number = {9},
pages = {6888--6896},
doi = {10.1021/acs.joc.1c00286}
}
Cite this
MLA
Copy
Galenko, Ekaterina E., et al. “An Isoxazole Strategy for the Synthesis of Fully Substituted Nicotinates.” Journal of Organic Chemistry, vol. 86, no. 9, Apr. 2021, pp. 6888-6896. https://pubs.acs.org/doi/10.1021/acs.joc.1c00286.