Abstract
Hydroxylation was shown to occur readily in the reactions of aromatic compounds such as benzoic acid, nitrobenzene, acetanilide, and phenol with ferrous ion-molecular oxygen in 0.5 M phosphate buffer (pH 6.8) at 40°C for 3 h. The yields of hydroxylated products were higher than those obtained with other reported hydroxylation systems of transition metalmolecular oxygen. The NIH shift was not observed in the title reactions of C (4)-deuterioacetanilide and C (4)-deuteriobenzoic acid. This system was also demonstrated to oxygenate caproic acid to give a mixture of 3-, 4-, and 5-oxocaproic acids in 67% total yield.
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