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Abstract An organo base catalyzed diverse pyrrole-fused 1,4-dihydropyridines were synthesized. This one-pot, three-component domino reaction of enamino imides, aromatic aldehydes, and malononitrile/ethyl cyanoacetate was achieved by 10 mol% of DMAP under… Click to show full abstract
Abstract An organo base catalyzed diverse pyrrole-fused 1,4-dihydropyridines were synthesized. This one-pot, three-component domino reaction of enamino imides, aromatic aldehydes, and malononitrile/ethyl cyanoacetate was achieved by 10 mol% of DMAP under refluxing ethanol. In addition, novel bis-pyrrole-fused 1,4-dihydropyridine derivatives were also prepared by using terephthalaldehyde as a linker instead of simple aromatic aldehydes. This transformation proceeds via Knoevenagel condensation/Michael addition and N-cyclization reaction sequence and have some salient features including the use of a cost-effective catalyst, short reaction time and high atom economy. Moreover, the reusability of the catalyst was also performed up to five runs without any significant loss in activity. Graphical Abstract
Journal Title: Synthetic Communications
Year Published: 2019
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