Zur Reaktivität des neuen Codimeren aus Malonitril und Cyanessigester bzw. dimeren Cyanessigester gegenüber Benzilen |
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Authors: | Burkhard Thierrichter Hans Junek |
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Affiliation: | (1) Institut für Organische Chemie, Abteilung für Organische Chemie I, Universität Graz, A-8010 Graz, Österreich |
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Abstract: | Condensation of benzils with 3-amino-2,4-dicyano-crotonic-ester (2a, b) and dimer cyanoacetate (2c, d) resp. leads to 4,5-diaryl-3-pyrroline-2-ylidenecyanoacetates3a-m. It can be shown by13C-spectroscopy that in the monosubstituted benzil1c the carbonyl function adjacent to the unsubstituted phenyl reacts with the methylene group of2a orb. With aqueous alkaline the pyrrolines3 rearrange to pyrrolidinones4a-i.1H-NMR-CIDNP experiments support the assumption of a partial radical character of this rearrangement. |
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Keywords: | Benzils 1H-NMR-CIDNP Malononitrile-cyanoacetate-codimer Pyrrolidinones Rearrangement |
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