Vicarious nucleophilic hydroxylation of aromatic nitro compounds with organic hydroperoxides

T Brose, F Holzscheiter, G Mattersteig…

Index: Brose, Thomas; Holzscheiter, Felix; Mattersteig, Gunter; Pritzkow, Wilhelm; Voerckel, Volkmar Journal fuer Praktische Chemie/Chemiker-Zeitung, 1992 , vol. 334, # 6 p. 497 - 504

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Citation Number: 15

Abstract

Abstract Nitrobenzene, α-nitronaphthalene, m-dinitrobenzene, 1, 3, 5-trinitrobenzene, m- nitrobenzophenone, m-nitrobenzonitrile, methyl m-nitrobenzoate and m-nitro diphenylsulphone can be hydroxylated with cumene or tert-butyl hydroperoxide in dipolar aprotic solvents in the presence of strong bases. The hydroxyl group is introduced preferably in p-position to the nitro group. Attempts to hydroxylate benzophenone, anthraquinone, 2- ...

~46%

~49%

~70%

~11%

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