A green procedure for the diazotization-iodination of aromatic amines under aqueous, strong-acid-free conditions

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28 Citations (Scopus)

Abstract

A convenient and mild one-pot method for the synthesis of iodoarenes in high yields by the sequential diazotization-iodination of aromatic amines with a reusable polymeric diazotization agent in the presence of p-toluenesulfonic acid at room temperature in water was developed. The method is general and is the greenest alternative of the known diazotization-iodination methods. The method is also effective for the preparation of 1H-benzo[d][1,2,3]triazole and benzo[d][1,2,3]thiadiazole.

Original languageEnglish
Pages (from-to)2154-2158
Number of pages5
JournalSynthesis
Issue number13
DOIs
Publication statusPublished - 2011

Keywords

  • amines
  • diazotization
  • halogenation
  • heterocycles
  • iodination

ASJC Scopus subject areas

  • Organic Chemistry
  • Catalysis

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