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Zur Reaktivität des neuen Codimeren aus Malonitril und Cyanessigester bzw. dimeren Cyanessigester gegenüber Benzilen (1979)

Thierrichter, Burkhard ; Junek, Hans

Springer

Monatshefte für Chemie 110 (1979), S. 729-737

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ISSN: 1434-4475

Keywords: Benzils ; 1 H-NMR-CIDNP ; Malononitrile-cyanoacetate-codimer ; Pyrrolidinones ; Rearrangement

Source: Springer Online Journal Archives 1860-2000

Topics: Chemistry and Pharmacology

Notes: 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.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/BF00938377

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