Issue 14, 1977

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

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1977, 1647-1652

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

K. Sato, S. Inoue, M. Hirayama and M. Ōhashi, J. Chem. Soc., Perkin Trans. 1, 1977, 1647 DOI: 10.1039/P19770001647

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