T. Keumi, H. Saga, H. Kitajima
Jun 1, 1980
Citations
0
Influential Citations
12
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
N-Benzoylimidazole in trifluoroacetic acid could benzoylate electron-rich aromatic compounds, such as durene, p-dimethoxybenzene, mesitylene, anisole, thiophene, and fluorene, to give the corresponding benzophenone derivatives in good yields. It was further elucidated, in the reaction of fluorene, that N-acylimidazoles composed of a variety of acyl groups also could be used for the ketone synthesis. Therein, the imidazolides of aliphatic carboxylic acids or substituted benzoic acids with an electron-donating group gave ketones in high yields. The above-mentioned aromatic compounds were also acylated with N-trifluoroacetylimidazole and free carboxylic acids in trifluoroacetic acid. The mechanism for these reactions was assumed to proceed via a mixed anhydride between trifluoroacetic acid and carboxylic acid.