Synthesis of benzoxazolones from nitroarenes or aryl halides

Achim Porzelle, Michael D Woodrow, Nicholas Tomkinson

Research output: Contribution to journalArticle

23 Citations (Scopus)

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.
Original languageEnglish
Pages (from-to)812-815
Number of pages4
JournalOrganic Letters
Volume12
Issue number4
DOIs
Publication statusPublished - 19 Feb 2010

Keywords

  • highly efficient nitration
  • oxidative cyclocarbonylation
  • betaaminoalcohols
  • phenolic-compounds
  • Palladium
  • hydroxylamines
  • 2-aminophenol
  • carbonylation
  • rearrangement
  • iodides

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