Synthesis of electron-deficient dienes bearing a chromonyl moiety via the reaction of 3-formylchromones with ylidenemalononitriles and ethyl α-cyano-β-methylcinnamate

3-Formylchromones react with ylidenemalononitriles in the presence of triethylamine in dichloromethane to produce the target electron-deficient dienes connected to the chromone system with excellent E-selectivity and in good yields. In a similar manner, their reaction with ethyl α-cyano-β-methylcinn...

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Veröffentlicht in:Tetrahedron 2014-06, Vol.70 (22), p.3584-3589
Hauptverfasser: Korotaev, Vladislav Yu, Barkov, Alexey Yu, Kutyashev, Igor B., Safrygin, Alexander V., Sosnovskikh, Vyacheslav Ya
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Sprache:eng
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Zusammenfassung:3-Formylchromones react with ylidenemalononitriles in the presence of triethylamine in dichloromethane to produce the target electron-deficient dienes connected to the chromone system with excellent E-selectivity and in good yields. In a similar manner, their reaction with ethyl α-cyano-β-methylcinnamate gave a mixture of E,Z- and E,E-isomeric chromonyl dienes, from which the former could be isolated in a pure state by crystallization. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.03.105