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

Porzelle, Achim and Woodrow, Michael D. and Tomkinson, Nicholas C. O. (2009) Facile procedure for the synthesis of N-aryl-N-hydroxy carbamates. Synlett (5). pp. 798-802. ISSN 0936-5214 (https://doi.org/10.1055/s-0028-1087943)

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%).

ORCID iDs

Tomkinson, Nicholas C. O. ORCID: https://orcid.org/0000-0002-5509-0133

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• Item metadata

  Item type:	Article
  ID code:	34161
  Dates:	Date Event 2009 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Pure Administrator
  Date deposited:	20 Oct 2011 13:22
  Last modified:	11 Nov 2024 09:52
  URI:	https://strathprints.strath.ac.uk/id/eprint/34161