Summary The acyl groups in aromatic ketones with hydroxyl or methoxyl groups in theorthoorparapositions are readily removed by hydrobromic acid in acetic acid. The results are correlated with the fine structure of the parent hydrocarbons. 5,8-Dimethoxy-I-tetralone and 1,3-dihydroxyxanthone fail to undergo ring-fission with the reagent. The mechanism is discussed and it seems probable that fission occurs by direct proton attack at nucleophilic carbon atoms bearing the acyl groups.
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Campbell et al. (1970) studied this question.
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