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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 |
Sumario: | [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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