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<p>The study of the nitration of a number of imidazo[1,2-<i>a</i>]pyridines showed that the presence of a strong electron-donating substituent (OH, NH<sub>2</sub>) in the molecule is essential for the introduction of two nitro groups into the pyridine ring. On this basis, an approach to the synthesis of previously unknown 5,7- and 6,8-dinitroimidazo[1,2-<i>a</i>]pyridines was elaborated. In the case of electron-withdrawing substituents (Br), the reactions occurred predominantly at position 3 of the heterocyclic system. The obtained nitro derivatives are of interest as a basis for the synthesis of new polyfunctional imidazo[1,2-<i>a</i>]pyridines.</p>

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Synthesis of new mono- and dinitroimidazo[1,2-a]pyridines

  • 期刊论文

  • 发表日期：

    2025年1月1日

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  • S. A. Kolyadina,
  • M. A. Bastrakov,
  • A. M. Starosotnikov

摘要

The study of the nitration of a number of imidazo[1,2-a]pyridines showed that the presence of a strong electron-donating substituent (OH, NH2) in the molecule is essential for the introduction of two nitro groups into the pyridine ring. On this basis, an approach to the synthesis of previously unknown 5,7- and 6,8-dinitroimidazo[1,2-a]pyridines was elaborated. In the case of electron-withdrawing substituents (Br), the reactions occurred predominantly at position 3 of the heterocyclic system. The obtained nitro derivatives are of interest as a basis for the synthesis of new polyfunctional imidazo[1,2-a]pyridines.