2-aminophenols containing electron-withdrawing groups from N-aryl hydroxylamines

Achim Porzelle, Anthony W. J. Cooper, Michael D Woodrow, Nicholas C.O. Tomkinson

Research output: Contribution to journalArticle

5 Citations (Scopus)
266 Downloads (Pure)

Abstract

Reaction of substituted N-aryl hydroxylamines with methanesulfonyl chloride, p-toluenesulfonyl chloride, or trifluoromethanesulfonic anhydride under basic conditions leads to the rearranged 2-aminophenols (45-94%). The overall reaction sequence can be performed using polymer-supported sulfonyl chloride resin allowing for the effective conversion of N-aryl hydroxylamines to the 2-aminophenols without the need for chromatography.
Original languageEnglish
Pages (from-to)2471-2473
Number of pages3
JournalSynlett
Volume2010
Issue number16
DOIs
Publication statusPublished - Oct 2010

Keywords

  • rearrangement
  • hydroxylamine
  • solid-phase synthesis
  • 2-aminophenol

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