Treatment of the bisdibromocarbene adducts (I) of substituted cyclohexa-1,4-dienols with pyridine or triethylamine gave α-bromo-αβ-unsaturated ketones (II) in good yields. The dihydroxy-diadduct (I; R1= H, R2= OH) gave the cyclo-octatrienone (IV), whereas the isomeric diadduct (I; R1= OH, R2= H) gave 3-bromo-4-hydroxybenzocyclobuten-1(2H)-one (VIII) in poor yield.
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Yagoub et al. (1975) studied this question.
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