Nitroaromatic ketones are readily prepared by nucleophilic aromatic substitution of hydrogen in nitroarenes by electrochemical oxidation. Carbanions of various ketones were added to selected nitroarenes in DMF/ketone mixtures leading to formation of the o11 complexes. The reaction was promoted using potassium feri-butoxide as a base. Useful yields were achieved (80-100%) in the C-arylation of ketones. In most cases, the process proceeded with high selectivity. This new method represents an environmentally favourable route for obtaining nitroaromatic ketones. © WILEY-VCH Verlag GmbH, 2002.
|Journal||European Journal of Organic Chemistry|
|Publication status||Published - 1 Jan 2002|
- Nucleophilic substitution