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

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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Reactions
Published
2024-12-18
DOI
https://doi.org/10.3390/reactions5040058
Primary Topic
Adenosine and Purinergic Signaling
Type
article
Field-Weighted Citation Impact
0.00

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article

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

Daniil N. Lyapustin, В. Л. Русинов, Semen V. Aminov, Victor V. Fedotov et al.
Reactions
Adenosine and Purinergic Signaling
article

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

Daniil N. Lyapustin, В. Л. Русинов, Semen V. Aminov, Victor V. Fedotov, Artyom O. Neymash, Evgeny N. Ulomsky
article en

Abstract

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.

ReactionsVol. 5(4)
Ural Federal University (RU)
Russian Science Foundation
Clean water and sanitation
Openalex Percentile: Top 76%
Adenosine and Purinergic Signaling
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