Rearrangement Strategy for the Synthesis of 2-Aminoanilines

Rearrangement Strategy for the Synthesis of 2-Aminoanilines

Treatment of N-aryl hydroxylamines with trichloroacetonitrile in the presence of imidazole provides a simple and effective method for the preparation of synthetically versatile 2-aminoanilines. Reactions proceed in DMF at 40 °C, providing the products in up to 86% isolated yield.

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Veröffentlicht in:Organic letters 2010-04, Vol.12 (7), p.1492-1495
Hauptverfasser: Porzelle, Achim, Woodrow, Michael D, Tomkinson, Nicholas C. O
Format: Artikel
Sprache:eng
Schlagworte:
Aniline Compounds - chemical synthesis
Aniline Compounds - chemistry
Molecular Structure
Stereoisomerism
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Zusammenfassung:Treatment of N-aryl hydroxylamines with trichloroacetonitrile in the presence of imidazole provides a simple and effective method for the preparation of synthetically versatile 2-aminoanilines. Reactions proceed in DMF at 40 °C, providing the products in up to 86% isolated yield.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol100196a