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Abstract <p>A convenient synthetic approach has been developed for novel monobenzotriazoles incorporating a mesoionic 1,3a,6,6a-tetraazapentalene core. The method involves a Cu(I)-catalyzed (3+2) cycloaddition of ortho-nitrophenyl azide to terminal aryl(alkyl)acetylenes, followed by an intramolecular cyclization under Cadogan-type deoxygenation conditions. The process can be successfully performed in a one-pot fashion, affording the target benzo[<i>d</i>][1,2,3]triazolo[1,2-<i>a</i>]triazole derivatives in good yields.</p>

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Synthesis of New 1,3a,6,6a-Tetraazapentalene Derivatives under Cadogan Reaction Conditions

  • 期刊论文

  • 发表日期：

    2025年6月1日

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  • P. S. Gribanov,
  • A. N. Philippova,
  • M. A. Topchiy,
  • A. F. Smol’yakov,
  • D. V. Vorobyeva,
  • A. N. Rodionov,
  • A. F. Asachenko,
  • S. N. Osipov

摘要

Abstract

A convenient synthetic approach has been developed for novel monobenzotriazoles incorporating a mesoionic 1,3a,6,6a-tetraazapentalene core. The method involves a Cu(I)-catalyzed (3+2) cycloaddition of ortho-nitrophenyl azide to terminal aryl(alkyl)acetylenes, followed by an intramolecular cyclization under Cadogan-type deoxygenation conditions. The process can be successfully performed in a one-pot fashion, affording the target benzo[d][1,2,3]triazolo[1,2-a]triazole derivatives in good yields.