Tehran University of Medical Sciences

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Synthesis of Furan-Linked Iminomethyl 2-Aminochromones Via a Base-Promoted Cascade Reaction of 3-Cyanochromones With Β-Ketodinitriles Publisher Pubmed



Farajpour B ; Khawari F ; Davoudi NB ; Lotfi Nosood Y ; Notash B ; Taheri S ; Moradkhani F ; Shiri M ; Alharrasi A ; Hussain FHS
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Source: Organic and Biomolecular Chemistry Published:2025


Abstract

A base-promoted reaction of 3-cyanochromones with β-ketodinitriles has been described to afford novel furan-linked iminomethyl 2-aminochromone derivatives in an efficient manner. This cascade reaction involves multiple transformations including the in situ generation of a 2-amino-furan intermediate/Michael-type addition/retro-Michael-type ring opening process/intramolecular O-cyclization/tautomerization under simple heating conditions. This facile process is distinguished by its operational simplicity, excellent atom efficiency, good functional group compatibility, easy purification, synthetically useful yields, and applicability for gram-scale synthesis. This journal is © The Royal Society of Chemistry, 2025