Reactions (Dec 2024)

Efficient Synthesis of Novel Triazolo[5,1-<i>b</i>]purines by Diacetoxyiodobenzene-Mediated Oxidative Cyclization of Schiff Bases

  • Artyom O. Neymash,
  • Victor V. Fedotov,
  • Evgeny N. Ulomsky,
  • Daniil N. Lyapustin,
  • Semen V. Aminov,
  • Vladimir L. Rusinov

DOI
https://doi.org/10.3390/reactions5040058
Journal volume & issue
Vol. 5, no. 4
pp. 1089 – 1100

Abstract

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In this work, we have developed a method for synthesizing new 8-substituted triazolo[5,1-b]purines using diacetoxyiodobenzene as an oxidizing agent with good yields (59–67%). The advantages of this approach include mild reaction conditions and removing the need to use transition metals. Based on the results obtained, a plausible reaction pathway was proposed. The developed approach opens new possibilities for the preparation of previously inaccessible condensed purine derivatives, which are of interest for the development of biomolecules with a variety of pharmacological applications. The structures of the compounds were confirmed by the data of 1H, 13C NMR spectroscopy, IR spectroscopy, and an elemental analysis.

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