Ethyl c-3-bromo-1-methyl-2-oxocyclohexane-r-1-carboxylate (1a) is oxidized by dimethyl sulphoxide to the 2,3-dione derivative (3), whereas the t-3-bromo-isomer (1b) is apparently dehydrogenated to give the bromocyclohexenone (4). The mechanism for the formation of the product (4) is discussed. Allied reactions are described.

Dimethyl sulphoxide oxidizes ethyl trans- and cis-3-bromo-1-methyl-2-oxocyclohexanecarboxylates to the 2,3-dione derivative (3) and the bromocyclohexenone (4),

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Oxidation of ethyl trans- and cis-3-bromo-1-methyl-2-oxocyclohexanecarboxylates by dimethyl sulphoxide

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