Rearrangement strategy for the synthesis of 2-aminoanilines

Porzelle, Achim and Woodrow, Michael D and Tomkinson, Nicholas C. O. (2010) Rearrangement strategy for the synthesis of 2-aminoanilines. Organic Letters, 12 (7). pp. 1492-1495. ISSN 1523-7060

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Abstract

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 degrees C, providing the products in up to 86% isolated yield.