Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen

Article abstract of DOI:10.1021/jo00304a001

tert-Butyl and cumyl hydroperoxides in strongly basic media react with a variety of nitroarenes to produce o- and/or p-nitrophenols.The reaction proceeds via an addition-base-induced β-elimination pathway analogous to that of vicarious nucleophilic substitution.