The Elbs and Boyland- Sims peroxydisulfate oxidations

• E. J. Behrman

Beilstein J. Org. Chem. 2006, 2, No. 22, doi:10.1186/1860-5397-2-22

• which depends on the fact that aryl hydroperoxides are rather unstable and decompose rapidly to phenols unless electron-withdrawing elements are present in the structure. Note that the last equation in Scheme 8 is left unbalanced because the oxidized products of Elbs and Boyland-Sims reactions are

• hydroperoxide forms p-nitrophenol on decomposition. Similarly, Malykhin and Shteingarts found naphthols as products from the reaction of potassium peroxide with several nitronaphthalenes. [19] These findings are then consistent with the hypothesis that aryl hydroperoxides formed by reaction of arylphenoxide