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Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles

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Abstract

The main synthetic approaches to 1,5-disubstituted 1,2,3-triazoles are considered. It is shown that the cycloaddition of aryl azides to phosphorus ketoylides provide a convenient method for the synthesis of 1,5-disubstituted 1,2,3-triazoles, especially in cases, where the target compounds contain hydrophilic substituents. An alternative approach to the synthesis of 1,5-disubstituted 1,2,3-triazoles by decarboxylation of 1H-1,2,3-triazole-4-carboxylic acids is proposed. New 1,5-disubstituted 1,2,3-triazoles, 1H-1,2,3-triazolyl-1-benzoic acids, 1H-1,2,3-triazole-5-carboxylic acids, and 1H-1,2,3-triazole-5-acetic acids are convenient precursors for further modification.

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Funding

The work was financially supported by the Ministry of Education and Science of Ukraine (project no. 0121U107777).

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  1. Ivan Franko National University of Lviv, 79005, Lviv, Ukraine

    N. T. Pokhodylo, M. A. Tupychak & M. D. Obushak

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  1. N. T. Pokhodylo
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Correspondence to M. D. Obushak.

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Pokhodylo, N.T., Tupychak, M.A. & Obushak, M.D. Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles. Russ J Org Chem 58, 209–218 (2022). https://doi.org/10.1134/S1070428022020087

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