Cyclisation reactions involving the oxidation of carboxylic acids with lead tetra-acetate. Part IV. The oxidation of o-benzoyl- and o-benzyl-benzoic acids
- 1 January 1968
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 2337-2338
- https://doi.org/10.1039/j39680002337
Abstract
Oxidation of o-benzoylbenzoic acid with lead tetra-acetate in benzene solution under nitrogen affords benzophenone, o-phenylbenzophenone, and fluorenone as major products. Their formation is readily explicable by the the formation of o-benzoylphenyl radicals. The decomposition of intermediate lead (IV) salts by way of a concerted cyclic mechanism is suggested for the formation of 3-phenylphthalide as the sole product of the oxidation of o-benzylbenzoic acid.Keywords
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