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Imidazole‐catalyzed Three‐component Cascade Reaction for the Facile Synthesis of Highly Substituted 3,4‐Dihydropyridin‐2‐one Derivatives
Authors:Zhiqiang Liu  Lu Tan  Qi Wu  Xianfu Lin
Institution:Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China
Abstract:A novel one‐pot protocol for the synthesis of valuable 3,4‐dihydropyridin‐2‐ones from the condensation of aldehyde with cyanoacetamide and 1,3‐dicarbonyl compounds in the presence of imidazole was developed. A series of aldehydes and 1,3‐dicarbonyl compounds were employed to examine the scope of substrates for this protocol. This reaction proceeded through the formation of one ring and four new bonds (two C? C, one C? N, one C?C) via the sequence involving Knoevenagel condensation, Michael addition and intramolecular cyclization with moderate to excellent yields. All new compounds were characterized by IR, 1H NMR, 13C NMR and HRMS.
Keywords:multicomponent reactions  3  4‐dihydropyridin‐2‐one  cyanoacetamide  cyclization  imidazole
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