A New, Simple, and General Synthesis of N -Oxides of Iodopyridines and Iodoquinolines via the Diazotization–Iodination of Heterocyclic Amino N -Oxides in the Presence of p -Toluenesulfonic Acid in Water

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Abstract

The diazotization of a series of N -oxides of aminopyridines and aminoquinolines under the action of sodium nitrite in the presence of KI and p -TsOH in water at room temperature leads to the formation of the corresponding N -oxides of iodopyridines and iodoquinolines in high yields. The method has a general character and can be used for the preparation of 3-, 2-, and 4- N -oxides of iodopyridines.

Original languageEnglish
Pages (from-to)1368-1372
Number of pages5
JournalSynthesis (Germany)
Volume50
Issue number6
DOIs
Publication statusAccepted/In press - 13 Dec 2017

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Keywords

  • diazo compounds
  • halogenation
  • iodine
  • pyridines
  • quinolines

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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