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 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
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.
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ISSN: | 0040-4020 1464-5416 |
DOI: | 10.1016/j.tet.2014.03.105 |