Zusammenfassung
Allylazeton reagiert unter den Bedingungen einer milden Friedel-Craftschen Reaktion mit Naphthalin, wobei der Naphthylrest vorzugsweise an die wasserstoffärmere Seite der Allyl-Doppelbindung tritt. Analog reagiert Allyl-cyclohexanon mit Benzol. Die Produkte (I) bzw. (II) lassen sich durch Zyklisation und Dehydrierung in 1,4-Dimethyl-phenanthren (IV) bzw. in 9-Methyl-phenanthren (VIII) überführen.
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Literatur
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Bhattacharyya, N.K., Mukherji, S.M. New syntheses of 1,4-dimethyl-phenanthrene and 9-methyl-phenanthrene. Experientia 7, 372–373 (1951). https://doi.org/10.1007/BF02168901
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DOI: https://doi.org/10.1007/BF02168901