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Synthesis 2004(5): 706-710  
DOI: 10.1055/s-2004-815964
PAPER
© Georg Thieme Verlag Stuttgart · New York

Simple Preparation of Nitroso Benzenes and Nitro Benzenes by Oxidation of Anilines with H2O2 Catalysed with Molybdenum Salts

Albert Defoin*
Laboratoire de Chimie Organique et Bioorganique, UMR 7015, Ecole Nationale Supérieure de Chimie de Mulhouse, Université de Haute-Alsace, 3, rue Alfred Werner, 68093 Mulhouse Cédex, France
Fax: +33(3)89336875; e-Mail: A.Defoin@uha.fr;
Further Information

Publication History

Received 9 January 2004
Publication Date:
10 February 2004 (online)

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Abstract

Nitroso arenes 2a-k are prepared in 53-80% yield from anilines 1a-k by oxidation with H2O2 catalysed with MoO3/KOH, ammonium molybdate or other molybdenum salts. Further oxidation to nitro arenes 3a,d,j in 66-90% is also described.

Keys words

nitroso arenes - nitro arenes - oxidation - molybdenum salts

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22

At pH 11-12, it was shown that another species MoO(O2)3 2- decomposed with formation of singlet oxygen (1O2). [21] See a discussion in the lit. [21] for the participation of the red peroxo-anion Mo(O2)4 2- in the formation of O2.