Scholarlink

<p>New benzo[<i>e</i>]imidazo[2,1-<i>c</i>][1,2,4]triazin-6-ols were obtained by the reactions of 1<i>H</i>-imidazole-2-diazonium salts with cyclohexane-1,3-diones. The reaction proceeds through the formation of hydrazones, which, treated with acids, undergo intramolecular cyclization with subsequent oxidative aromatization. The nature of substituents in the imidazole fragment significantly influences the course of the transformations and the choice of optimal reaction conditions. Using dimedone as the methylene-active component allows for the formation of stable tautomeric forms stabilized by electron-withdrawing groups, particularly, by cyano groups at positions 4 and 5 of the imidazole ring.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

1H-Imidazole-2-diazonium salts in the synthesis of new benzo[e]imidazo[2,1-c][1,2,4]triazin-6-ols

  • 期刊论文

  • 发表日期：

    2026年2月1日

查看全文
  • D. A. Mangusheva,
  • D. Yu. Vandyshev,
  • M. A. Present,
  • A. N. Fakhrutdinov,
  • A. S. Shestakov,
  • D. V. Nikitenko,
  • Kh. S. Shikhaliev

摘要

New benzo[e]imidazo[2,1-c][1,2,4]triazin-6-ols were obtained by the reactions of 1H-imidazole-2-diazonium salts with cyclohexane-1,3-diones. The reaction proceeds through the formation of hydrazones, which, treated with acids, undergo intramolecular cyclization with subsequent oxidative aromatization. The nature of substituents in the imidazole fragment significantly influences the course of the transformations and the choice of optimal reaction conditions. Using dimedone as the methylene-active component allows for the formation of stable tautomeric forms stabilized by electron-withdrawing groups, particularly, by cyano groups at positions 4 and 5 of the imidazole ring.