Oxidative coupling. Part 11. Approaches to the synthesis of bikaverin

Abstract
The synthesis of orcinoylhydroquinones has been achieved by photochemical Fries rearrangement of their esters. A study of their oxidation (DDQ) shows that oxidative coupling occurs to produce a spirocyclohexenedione which can be thermally isomerised to the xanthone. The synthesis of a tetracyclic xanthone (related to bikaverin) is described.

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