A Catalyst‐Free Synthetic Route to Modified Isoflavone via Multi‐Component Reaction. Issue 4 (30th January 2020)

• Record Type: Journal Article
• Authors: Alizadeh, Abdolali; Bagherinejad, Akram
• Is Part Of: ChemistrySelect. Volume 5:Issue 4(2020)
• Page Start: 1547
• Page End: 1551
• Publication Date: 2020-01-30
• Subjects: 3-formylchromones -- malononitrile -- α, α-dicyanoolefines -- isoflavone -- three-component reaction; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201904674
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A concise and efficient one‐pot sequential approach for the synthesis of modified isoflavone was developed from a reaction of 3‐formylchromones, malononitrile, various α, α ‐dicyanoolefines, using Et3 N as the base, and EtOH as the solvent, in good yield. The value of this method lies in its short reaction time, convenient purification, no need for a metal catalyst, excellent efficiency, and green solvent. This synthesis involves a Knoevenagel condensation/carbanion formation/ring closure, and finally, an elimination to obtain the respective isoflavonoid derivatives. Abstract : A series of modified isoflavones have been synthesized in excellent yields (60–85 %) via a one‐pot three‐component reaction of 3‐formylchromones, malononitrile, various α, α ‐dicyanoolefines, using Et3 N as the base, and EtOH as the solvent, in good yield. The value of this method lies in its short reaction time, convenient purification, no need for a metal catalyst, good efficiency, and green solvent. This synthesis involves a Knoevenagel condensation/carbanion formation/ring closure, and finally an elimination to obtain the respective isoflavonoid derivatives.