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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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Detalles Bibliográficos
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
Descripción
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.