Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological Evaluation
The research is devoted to the study of unexpected products that formed as a result of the condensation reaction between 2-acetylpyridine and 2-formylpyridine under the Claisen-Schmidt reaction conditions. As a result, a sequence of reactions leading to the following compounds has been proposed: 1,3...
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doaj-735e68c59429425da1a9d8b0018d0e612021-07-02T17:38:26ZengAcademy of Sciences of Moldova, Institute of ChemistryChemistry Journal of Moldova: General, Industrial and Ecological Chemistry1857-17272345-16882020-12-01152889810.19261/cjm.2020.695695Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological EvaluationRoman Rusnac0Maria Botnaru1Nicanor Barba2Peter Petrenko3Yurii Chumakov4Aurelian Gulea5 State University of Moldova, 60, Mateevici str., Chisinau MD 2009, Republic of Moldova State University of Moldova, 60, Mateevici str., Chisinau MD 2009, Republic of Moldova State University of Moldova, 60, Mateevici str., Chisinau MD 2009, Republic of Moldova Institute of Applied Physics, 5, Academiei str., Chisinau MD 2028, Republic of Moldova Institute of Applied Physics, 5, Academiei str., Chisinau MD 2028, Republic of Moldova State University of Moldova, 60, Mateevici str., Chisinau MD 2009, Republic of Moldova The research is devoted to the study of unexpected products that formed as a result of the condensation reaction between 2-acetylpyridine and 2-formylpyridine under the Claisen-Schmidt reaction conditions. As a result, a sequence of reactions leading to the following compounds has been proposed: 1,3-bis (pyridin-2-yl) prop-2-en-1-one (3); 1,3,5-tri (pyridin-2-yl) pentane-1,5-dione (4); (2,4-dihydroxy-2,4,6-tri(pyridin-2-yl)cyclohexyl)(pyridin-2-yl)methanone (5) and (4-hydroxy-2,4,6-tri(pyridin-2-yl)cyclohexane-1,3-diyl)bis(pyridin-2-ylmethanone) (6) as well as 2-formylpyridine (1) and 2-acetylpyridine (2). The plausible mechanism of these chemical transformations has been proposed. All the obtained compounds demonstrate moderate antimicrobial, antifungal and antioxidant activity. http://www.cjm.asm.md/sites/default/files/article_files/ChemJMold_10.19261cjm.2020.695-Rusnac.pdf 1,3-bis(pyridin-2-yl)prop-2-en-1-oneclaisen-schmidt condensationintramolecular aldol condensationmichael additionsubstituted cyclohexanol |
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DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Roman Rusnac Maria Botnaru Nicanor Barba Peter Petrenko Yurii Chumakov Aurelian Gulea |
spellingShingle |
Roman Rusnac Maria Botnaru Nicanor Barba Peter Petrenko Yurii Chumakov Aurelian Gulea Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological Evaluation Chemistry Journal of Moldova: General, Industrial and Ecological Chemistry 1,3-bis(pyridin-2-yl)prop-2-en-1-one claisen-schmidt condensation intramolecular aldol condensation michael addition substituted cyclohexanol |
author_facet |
Roman Rusnac Maria Botnaru Nicanor Barba Peter Petrenko Yurii Chumakov Aurelian Gulea |
author_sort |
Roman Rusnac |
title |
Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological Evaluation |
title_short |
Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological Evaluation |
title_full |
Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological Evaluation |
title_fullStr |
Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological Evaluation |
title_full_unstemmed |
Compounds Removed from the Condensation Reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, Crystal Structure and Biological Evaluation |
title_sort |
compounds removed from the condensation reaction between 2-acetylpyridine and 2-formylpyridine. synthesis, crystal structure and biological evaluation |
publisher |
Academy of Sciences of Moldova, Institute of Chemistry |
series |
Chemistry Journal of Moldova: General, Industrial and Ecological Chemistry |
issn |
1857-1727 2345-1688 |
publishDate |
2020-12-01 |
description |
The research is devoted to the study of unexpected products that formed as a result of the condensation reaction between 2-acetylpyridine and 2-formylpyridine under the Claisen-Schmidt reaction conditions. As a result, a sequence of reactions leading to the following compounds has been proposed: 1,3-bis (pyridin-2-yl) prop-2-en-1-one (3); 1,3,5-tri (pyridin-2-yl) pentane-1,5-dione (4); (2,4-dihydroxy-2,4,6-tri(pyridin-2-yl)cyclohexyl)(pyridin-2-yl)methanone (5) and (4-hydroxy-2,4,6-tri(pyridin-2-yl)cyclohexane-1,3-diyl)bis(pyridin-2-ylmethanone) (6) as well as 2-formylpyridine (1) and 2-acetylpyridine (2). The plausible mechanism of these chemical transformations has been proposed. All the obtained compounds demonstrate moderate antimicrobial, antifungal and antioxidant activity. |
topic |
1,3-bis(pyridin-2-yl)prop-2-en-1-one claisen-schmidt condensation intramolecular aldol condensation michael addition substituted cyclohexanol |
url |
http://www.cjm.asm.md/sites/default/files/article_files/ChemJMold_10.19261cjm.2020.695-Rusnac.pdf
|
work_keys_str_mv |
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