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- W2079458338 abstract "The (E)-1-hetaryl-2-propen-1-ones 3 and 4 are prepared by condensation of 2-acetylthiophenes (1a,1c,1d) or 2-acetylfuran (1b) with aldehydes. The Michael adducts 5/6 are obtained from 3/4 by reaction with malononitrile/LDA in THF at −78°C, or in DMSO with NaH at room temp. Reaction of 3/4 with malononitrile and methylate in methanol yielded the substituted nicotinonitriles 7/8. From terephthalaldehyde, the diketones 9 are prepared, which yield with malononitrile the phenylene-bis[(thienyl/furyl)nicotinonitrile] derivatives 10 under similiar conditions. Structural and spectral data are discussed. 1,4-Pentandien-3-one, 32. Mitt.: Zur Reaktion von 2-Acetylthlophen und 2-Acetylfuran mit Malondinitril und Aldehyden, sowie Synthese und Eigenschaften von Phenylen-bis[(thienyl/furyl)nicotinonltril]-Derivaten Die (E)-1-Hetaryl-2-propen-1-one 3 und 4 werden durch Kondensation der 2-Acetylthiophene 1a,1c,1d oder des 2-Acetylfurans 1b mit Aldehyden erhalten. Durch Michael-Reaktion mit Malondinitril in THF bei −78°C in Gegenwart von LDA oder in DMSO bei Raumtemp, mit NaH werden daraus die Addukte 5/6 dargestellt. Durch analoge Reaktionen in Methanol mit Methylat werden die Nicotinonitril-Derivate 7/8 gewonnen. Aus Terephthalaldehyd werden unter ähnlichen Bedingungen die Diketone 9 synthetisiert aus denen die Phenylen-bis[(thienyl/furyl)nicotinonitril]-Derivate 10 zugänglich sind. Strukturelle und spektrale Daten werden diskutiert." @default.
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- W2079458338 date "2010-08-25" @default.
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- W2079458338 title "1,4-pentandien-3-ones, XXXII: Reaction of 2-acetylthiophene and 2-acetylfuran with malononitrile and aldehydes, and synthesis and properties of phenylene-bis [(thienyl/furyl)nicotinonitrile] derivative" @default.
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- W2079458338 doi "https://doi.org/10.1002/ardp.2503240908" @default.
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