Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines

1,3-Dipolar cycloaddition reactions of 2-substituted 5-R-3-nitropyridines and isomeric 3-R-5-nitropyridines with N-methyl azomethine ylide were studied. The effect of the substituent at positions 2 and 5 of the pyridine ring on the possibility of the [3+2]-cycloaddition process was revealed. A numbe...

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Autores principales: Bastrakov, Maxim A., Fedorenko, Alexey K., Starosotnikov, Alexey M., Shakhnes, Alexander Kh.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8471275/
https://www.ncbi.nlm.nih.gov/pubmed/34577019
http://dx.doi.org/10.3390/molecules26185547
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author Bastrakov, Maxim A.
Fedorenko, Alexey K.
Starosotnikov, Alexey M.
Shakhnes, Alexander Kh.
author_facet Bastrakov, Maxim A.
Fedorenko, Alexey K.
Starosotnikov, Alexey M.
Shakhnes, Alexander Kh.
author_sort Bastrakov, Maxim A.
collection PubMed
description 1,3-Dipolar cycloaddition reactions of 2-substituted 5-R-3-nitropyridines and isomeric 3-R-5-nitropyridines with N-methyl azomethine ylide were studied. The effect of the substituent at positions 2 and 5 of the pyridine ring on the possibility of the [3+2]-cycloaddition process was revealed. A number of new derivatives of pyrroline and pyrrolidine condensed with a pyridine ring were synthesized.
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spelling pubmed-84712752021-09-27 Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines Bastrakov, Maxim A. Fedorenko, Alexey K. Starosotnikov, Alexey M. Shakhnes, Alexander Kh. Molecules Article 1,3-Dipolar cycloaddition reactions of 2-substituted 5-R-3-nitropyridines and isomeric 3-R-5-nitropyridines with N-methyl azomethine ylide were studied. The effect of the substituent at positions 2 and 5 of the pyridine ring on the possibility of the [3+2]-cycloaddition process was revealed. A number of new derivatives of pyrroline and pyrrolidine condensed with a pyridine ring were synthesized. MDPI 2021-09-13 /pmc/articles/PMC8471275/ /pubmed/34577019 http://dx.doi.org/10.3390/molecules26185547 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Bastrakov, Maxim A.
Fedorenko, Alexey K.
Starosotnikov, Alexey M.
Shakhnes, Alexander Kh.
Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
title Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
title_full Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
title_fullStr Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
title_full_unstemmed Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
title_short Nitropyridines as 2π-Partners in 1,3-Dipolar Cycloadditions with N-Methyl Azomethine Ylide: An Easy Access to Condensed Pyrrolines
title_sort nitropyridines as 2π-partners in 1,3-dipolar cycloadditions with n-methyl azomethine ylide: an easy access to condensed pyrrolines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8471275/
https://www.ncbi.nlm.nih.gov/pubmed/34577019
http://dx.doi.org/10.3390/molecules26185547
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