Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines

2-Pyridylacetonitrile (1) couples with aromatic diazonium salts to yield arylhydrazones 2a-c, that were shown to exist in the syn-form 2 rather than the anti-form 4. Compounds 2a,c reacted with hydroxylamine in refluxing DMF to yield the interesting 1,2,3-triazolylpyridines 6. Attempts to cyclize 2...

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Detalles Bibliográficos
Autores principales: Al-Sheikh, Mariam Abdullah, Elnagdi, Mohamed Hilmy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254908/
https://www.ncbi.nlm.nih.gov/pubmed/19924074
http://dx.doi.org/10.3390/molecules14114406
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author Al-Sheikh, Mariam Abdullah
Elnagdi, Mohamed Hilmy
author_facet Al-Sheikh, Mariam Abdullah
Elnagdi, Mohamed Hilmy
author_sort Al-Sheikh, Mariam Abdullah
collection PubMed
description 2-Pyridylacetonitrile (1) couples with aromatic diazonium salts to yield arylhydrazones 2a-c, that were shown to exist in the syn-form 2 rather than the anti-form 4. Compounds 2a,c reacted with hydroxylamine in refluxing DMF to yield the interesting 1,2,3-triazolylpyridines 6. Attempts to cyclize 2 to give the corresponding fused pyrazolopyridines 9 failed. On the other hand, compound 1 condensed with dimethylformamide dimethyl acetal to yield enaminonitrile 10 that could be converted into pyrazolylpyridine 11.
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spelling pubmed-62549082018-11-30 Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines Al-Sheikh, Mariam Abdullah Elnagdi, Mohamed Hilmy Molecules Article 2-Pyridylacetonitrile (1) couples with aromatic diazonium salts to yield arylhydrazones 2a-c, that were shown to exist in the syn-form 2 rather than the anti-form 4. Compounds 2a,c reacted with hydroxylamine in refluxing DMF to yield the interesting 1,2,3-triazolylpyridines 6. Attempts to cyclize 2 to give the corresponding fused pyrazolopyridines 9 failed. On the other hand, compound 1 condensed with dimethylformamide dimethyl acetal to yield enaminonitrile 10 that could be converted into pyrazolylpyridine 11. Molecular Diversity Preservation International 2009-11-03 /pmc/articles/PMC6254908/ /pubmed/19924074 http://dx.doi.org/10.3390/molecules14114406 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Al-Sheikh, Mariam Abdullah
Elnagdi, Mohamed Hilmy
Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines
title Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines
title_full Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines
title_fullStr Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines
title_full_unstemmed Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines
title_short Studies with Azinylacetonitriles: 2-Pyridylacetonitrile as a Precursor to Functionally Substituted Pyridines
title_sort studies with azinylacetonitriles: 2-pyridylacetonitrile as a precursor to functionally substituted pyridines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254908/
https://www.ncbi.nlm.nih.gov/pubmed/19924074
http://dx.doi.org/10.3390/molecules14114406
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