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Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions
ABSTRACT: A series of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles were efficiently synthesized by cyclocondensation of the appropriate 3-(pyridyl)acrylohydrazides with triethyl orthoesters in the presence of glacial acetic acid. The products were identified by means of spectroscopic...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Springer Vienna
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4495023/ https://www.ncbi.nlm.nih.gov/pubmed/26166897 http://dx.doi.org/10.1007/s00706-014-1355-x |
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author | Kudelko, Agnieszka Jasiak, Karolina Ejsmont, Krzysztof |
author_facet | Kudelko, Agnieszka Jasiak, Karolina Ejsmont, Krzysztof |
author_sort | Kudelko, Agnieszka |
collection | PubMed |
description | ABSTRACT: A series of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles were efficiently synthesized by cyclocondensation of the appropriate 3-(pyridyl)acrylohydrazides with triethyl orthoesters in the presence of glacial acetic acid. The products were identified by means of spectroscopic methods and their pK (A) ionization constants were determined. The influence of substituents on the basicity of the pyridine system has been discussed. GRAPHICAL ABSTRACT: [Image: see text] [Image: see text] |
format | Online Article Text |
id | pubmed-4495023 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | Springer Vienna |
record_format | MEDLINE/PubMed |
spelling | pubmed-44950232015-07-09 Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions Kudelko, Agnieszka Jasiak, Karolina Ejsmont, Krzysztof Monatsh Chem Original Paper ABSTRACT: A series of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles were efficiently synthesized by cyclocondensation of the appropriate 3-(pyridyl)acrylohydrazides with triethyl orthoesters in the presence of glacial acetic acid. The products were identified by means of spectroscopic methods and their pK (A) ionization constants were determined. The influence of substituents on the basicity of the pyridine system has been discussed. GRAPHICAL ABSTRACT: [Image: see text] [Image: see text] Springer Vienna 2014-12-20 2015 /pmc/articles/PMC4495023/ /pubmed/26166897 http://dx.doi.org/10.1007/s00706-014-1355-x Text en © The Author(s) 2014 https://creativecommons.org/licenses/by/4.0/ Open AccessThis article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited. |
spellingShingle | Original Paper Kudelko, Agnieszka Jasiak, Karolina Ejsmont, Krzysztof Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions |
title | Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions |
title_full | Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions |
title_fullStr | Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions |
title_full_unstemmed | Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions |
title_short | Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions |
title_sort | study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid–base interactions |
topic | Original Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4495023/ https://www.ncbi.nlm.nih.gov/pubmed/26166897 http://dx.doi.org/10.1007/s00706-014-1355-x |
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