Abstract

Zirconium-catalysed Oxidation of Primary Aromatic Amines to Nitro Compounds Using tert-Butylhydroperoxide A broad range of primary aromatic amines (1a–x) with electron donating and accepting substituents are oxidized in good to excellent yields to the nitro compounds 3a–x using tert-butylhydroperoxide as the oxidant and Zr(OtBu)4 as the catalyst. The corresponding nitroso compounds 2m, 2n, 2s and 2u can be isolated in the conversion of electron-rich anilines 1m, 1n, 1s and 1u. The aminopyridines 5a–d are also converted to the corresponding nitropyridines 6a–d, but in lower yields (41–47%).

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