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Four-Component Fusion Protocol with NiO/ZrO2 as a Robust Recyclable Catalyst for Novel 1,4-Dihydropyridines
Author(s) -
Sandeep V. H. S. Bhaskaruni,
Suresh Maddila,
Werner E. van Zyl,
Sreekantha B. Jonnalagadda
Publication year - 2019
Publication title -
acs omega
Language(s) - English
Resource type - Journals
ISSN - 2470-1343
DOI - 10.1021/acsomega.9b02608
Subject(s) - catalysis , component (thermodynamics) , non blocking i/o , protocol (science) , fusion , combinatorial chemistry , chemistry , computer science , materials science , chemical engineering , organic chemistry , engineering , physics , thermodynamics , medicine , linguistics , alternative medicine , philosophy , pathology
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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