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Synthesis 2010(22): 3865-3872
DOI: 10.1055/s-0030-1258230
DOI: 10.1055/s-0030-1258230
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Simple Synthesis of N-Aryl-2-nitrosoanilines in the Reaction of Nitroarenes with Aniline Anion Derivatives
Weitere Informationen
Received
7 July 2010
Publikationsdatum:
25. August 2010 (online)
Publikationsverlauf
Publikationsdatum:
25. August 2010 (online)
Abstract
Anions generated from primary arylamines react with substituted nitrobenzenes to form σH-adducts, which, under basic reaction conditions, undergo transformation to N-aryl-2-nitrosoamines. Competitive substitution of reactive halogens in the nitroarenes, which is observed in certain cases, can be controlled by the solvent selected.
Key words
nucleophilic additions - arenes - amines - nitroso group
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References
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