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Four-Component Fusion Protocol with NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines
[Image: see text] Nickel oxide loaded on zirconia (NiO/ZrO(2)) as an expedient catalyst is reported for the synthesis of 18 unsymmetrical 1,4-dihydropyridine derivatives. The Lewis acidic nature of the catalyst proved an excellent choice for the one-pot, four-component fusion reaction with excellent...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6921676/ https://www.ncbi.nlm.nih.gov/pubmed/31867512 http://dx.doi.org/10.1021/acsomega.9b02608 |
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author | Bhaskaruni, Sandeep V.H.S. Maddila, Suresh van Zyl, Werner E. Jonnalagadda, Sreekantha B. |
author_facet | Bhaskaruni, Sandeep V.H.S. Maddila, Suresh van Zyl, Werner E. Jonnalagadda, Sreekantha B. |
author_sort | Bhaskaruni, Sandeep V.H.S. |
collection | PubMed |
description | [Image: see text] Nickel oxide loaded on zirconia (NiO/ZrO(2)) as an expedient catalyst is reported for the synthesis of 18 unsymmetrical 1,4-dihydropyridine derivatives. The Lewis acidic nature of the catalyst proved an excellent choice for the one-pot, four-component fusion reaction with excellent yields of 89–98% and a completion time of 20–45 min. Mechanistic studies show that enamine and imine functionalities are the two possible pathways for the formation of 1,4-dihydropyridines with high selectivity. Crystal structures of two novel compounds (5a, 5c) were reported. The catalyst demonstrated reusability up to six cycles. The reaction at room temperature and ethanol as a solvent make this protocol green and economical. |
format | Online Article Text |
id | pubmed-6921676 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-69216762019-12-20 Four-Component Fusion Protocol with NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines Bhaskaruni, Sandeep V.H.S. Maddila, Suresh van Zyl, Werner E. Jonnalagadda, Sreekantha B. ACS Omega [Image: see text] Nickel oxide loaded on zirconia (NiO/ZrO(2)) as an expedient catalyst is reported for the synthesis of 18 unsymmetrical 1,4-dihydropyridine derivatives. The Lewis acidic nature of the catalyst proved an excellent choice for the one-pot, four-component fusion reaction with excellent yields of 89–98% and a completion time of 20–45 min. Mechanistic studies show that enamine and imine functionalities are the two possible pathways for the formation of 1,4-dihydropyridines with high selectivity. Crystal structures of two novel compounds (5a, 5c) were reported. The catalyst demonstrated reusability up to six cycles. The reaction at room temperature and ethanol as a solvent make this protocol green and economical. American Chemical Society 2019-12-05 /pmc/articles/PMC6921676/ /pubmed/31867512 http://dx.doi.org/10.1021/acsomega.9b02608 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Bhaskaruni, Sandeep V.H.S. Maddila, Suresh van Zyl, Werner E. Jonnalagadda, Sreekantha B. Four-Component Fusion Protocol with NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines |
title | Four-Component Fusion Protocol with
NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines |
title_full | Four-Component Fusion Protocol with
NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines |
title_fullStr | Four-Component Fusion Protocol with
NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines |
title_full_unstemmed | Four-Component Fusion Protocol with
NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines |
title_short | Four-Component Fusion Protocol with
NiO/ZrO(2) as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines |
title_sort | four-component fusion protocol with
nio/zro(2) as a robust recyclable catalyst for novel 1,4-dihydropyridines |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6921676/ https://www.ncbi.nlm.nih.gov/pubmed/31867512 http://dx.doi.org/10.1021/acsomega.9b02608 |
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