Abstract
Abstract The Boyland–Sims oxidation is a two‐step process involving the oxidation of aromatic amines by alkaline persulfate to give predominantly the o ‐amino aryl sulfates and subsequent conversion of o ‐amino aryl sulfates into o ‐hydroxy aryl amines through acid promoted hydrolysis. It has been reported that in this reaction, primary, secondary, and tertiary aromatic amines all can be converted to the o ‐sulfate esters under this condition. It has been suggested that this reaction proceeds via a nucleophilic displacement on peroxide oxygen, or an ipso attack followed by the rearrangement to ortho sulfate in the case of tertiary amines. This reaction has been further applied to include indoles and aminopyrimidines.
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