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Synthesis of benzoxazolones from nitroarenes or aryl halides

Porzelle, Achim and Woodrow, Michael D and Tomkinson, Nicholas (2010) Synthesis of benzoxazolones from nitroarenes or aryl halides. Organic Letters, 12 (4). pp. 812-815. ISSN 1523-7060

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Abstract

A simple and effective method for the preparation of benzoxazolones from nitroarenes or aryl halides is described. Partial reduction of a nitro group in the presence of a chloroformate followed by a microwave assisted rearrangement/ring closure sequence provides a convenient and practical procedure to prepare this important pharmacophore. Rearrangement precursors were also accessed from aryl halides through transition-metal catalyzed coupling.