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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...

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Autores principales: Bhaskaruni, Sandeep V.H.S., Maddila, Suresh, van Zyl, Werner E., Jonnalagadda, Sreekantha B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
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.
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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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