A number of (3-ketoesters based on cyclopentanone, with and without additional ap'-unsaturation, have been prepared from 9,l O-phenanthraquinone and ethyl or methyl acetoacetate. Reactions of these with ammonia, hydrazine, and substituted hydrazines involve variously attack at the ester, the keto-group, and/or the olefinic group ; ring-opening sometimes occurs, as does new ring-closure. Several novel compounds are described, including a 1,2-diazatriphenyIene which is readily converted into a dibenzocinnolone.
Aus den Oxocyclopentaphenanthrencarboxylaten (VI) werden nach Cope et al. die β‐Ketoester (II) synthetisiert und mit den Stickstoff‐Nucleophilen (I) zu den entsprechenden Hydrazonen (III) umgesetzt.
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