
Journal of Organic Chemistry p. 1505 - 1512 (1980)
Update date:2022-08-02
Topics:
Ciganek, Engelbert
The direct photolysis of 9,12-bridged ethenoanthracenes, readily accessible by intermolecular Diels-Alder reaction of suitably 9-substituted anthracenes, gives fused dibenzocyclooctatetraenes of type 2.Sensitized photolysis produces mixtures of the two isomeric dibenzosemibullvalenes, e.g., 12 and 13.Acid-catalyzed Wagner-Meerwein rearrangements of benzenobenzisoindoles of types 22 and 25 followed by reduction leads to trans- and cis-tetrahydromethanodibenzocycloheptapyrroles 27 and 28.
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