Facile procedure for the synthesis of N-aryl-N-hydroxy carbamates

Achim Porzelle, Michael D. Woodrow, Nicholas C. O. Tomkinson

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

An efficient 1-pot procedure for the Zn-mediated redn. of nitro arenes in the presence of chloroformates leading to the corresponding N,O-bisprotected hydroxylamine is described. Reactions proceed smoothly under ambient conditions in THF-water mixts. in good to excellent yield (34-81%). Solvolysis of the bisprotected hydroxylamines with NaOMe at room temp. provides access to synthetically versatile N-aryl-N-hydroxy carbamates in excellent yields (89-97%).
Original languageUndefined/Unknown
Pages (from-to)798-802
Number of pages5
JournalSynlett
Issue number5
DOIs
Publication statusPublished - 2009

Keywords

  • hydroxy carbamates
  • N-aryl-N-hydroxy carbamates
  • chloroformates

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