4.8 Article

Synthesis of Benzoxazolones from Nitroarenes or Aryl Halides

Journal

ORGANIC LETTERS
Volume 12, Issue 4, Pages 812-815

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol902885j

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Funding

  1. EPSRC
  2. GlaxoSmithKline
  3. EPSRC [EP/E020607/1] Funding Source: UKRI
  4. Engineering and Physical Sciences Research Council [EP/E020607/1] Funding Source: researchfish

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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.

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