An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates

A method has been developed for the preparation of 2-alkyl-6-aryl-, 2-aryl-6-aryl and 2,6-diaryl-5-aryl/hetaryl-substituted methyl 4-oxo-1,4-dihydropyridine-3-carboxylates by Mo(CO)(6)-mediated ring expansion of methyl 2-(isoxazol-5-yl)-3-oxopropanoates. The high reactivity of 4-oxo-1,4-dihydropyrid...

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Autores principales: Zanakhov, Timur O, Galenko, Ekaterina E, Novikov, Mikhail S, Khlebnikov, Alexander F
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9235835/
https://www.ncbi.nlm.nih.gov/pubmed/35821697
http://dx.doi.org/10.3762/bjoc.18.74
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author Zanakhov, Timur O
Galenko, Ekaterina E
Novikov, Mikhail S
Khlebnikov, Alexander F
author_facet Zanakhov, Timur O
Galenko, Ekaterina E
Novikov, Mikhail S
Khlebnikov, Alexander F
author_sort Zanakhov, Timur O
collection PubMed
description A method has been developed for the preparation of 2-alkyl-6-aryl-, 2-aryl-6-aryl and 2,6-diaryl-5-aryl/hetaryl-substituted methyl 4-oxo-1,4-dihydropyridine-3-carboxylates by Mo(CO)(6)-mediated ring expansion of methyl 2-(isoxazol-5-yl)-3-oxopropanoates. The high reactivity of 4-oxo-1,4-dihydropyridine-3-carboxylates synthesized provide easy access to 2,4,6-triaryl-substituted and 1,2,5,6-tetrasubstituted nicotinates.
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spelling pubmed-92358352022-07-11 An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates Zanakhov, Timur O Galenko, Ekaterina E Novikov, Mikhail S Khlebnikov, Alexander F Beilstein J Org Chem Full Research Paper A method has been developed for the preparation of 2-alkyl-6-aryl-, 2-aryl-6-aryl and 2,6-diaryl-5-aryl/hetaryl-substituted methyl 4-oxo-1,4-dihydropyridine-3-carboxylates by Mo(CO)(6)-mediated ring expansion of methyl 2-(isoxazol-5-yl)-3-oxopropanoates. The high reactivity of 4-oxo-1,4-dihydropyridine-3-carboxylates synthesized provide easy access to 2,4,6-triaryl-substituted and 1,2,5,6-tetrasubstituted nicotinates. Beilstein-Institut 2022-06-23 /pmc/articles/PMC9235835/ /pubmed/35821697 http://dx.doi.org/10.3762/bjoc.18.74 Text en Copyright © 2022, Zanakhov et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Zanakhov, Timur O
Galenko, Ekaterina E
Novikov, Mikhail S
Khlebnikov, Alexander F
An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates
title An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates
title_full An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates
title_fullStr An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates
title_full_unstemmed An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates
title_short An isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates
title_sort isoxazole strategy for the synthesis of 4-oxo-1,4-dihydropyridine-3-carboxylates
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9235835/
https://www.ncbi.nlm.nih.gov/pubmed/35821697
http://dx.doi.org/10.3762/bjoc.18.74
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