Stabilizing Influence of Electron-Deficient Triazole Fragment on the Furan Heterocycle in Renewable Platform Chemicals

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Abstract

The effect of an aromatic triazole ring conjugated with a furan heterocycle on the stability of furan under various reaction conditions was studied, and a significant reduction in the degree of degradation of the electron-rich furan core and hydrolysis of the ester group under the action of a model acid and base in various organic solvents was shown. The lowest degree of degradation and hydrolysis of the triazole-substituted 2-furoic acid ester was achieved in dioxane, as well as in polar aprotic solvents (DMSO and DMF). It was shown that under the same conditions, a significant tarring and hydrolysis of the furan ester, which does not contain a conjugated triazole fragment, occurs.

About the authors

D. A. Kolykhalov

Tula State University

Email: karbo@ioc.ac.ru
Russian Federation, 300012 Tula

A. N. Golysheva

Tula State University

Email: karbo@ioc.ac.ru
Russian Federation, 300012 Tula

B. Ya. Karlinskii

Tula State University; N.D. Zelinsky Institute of Organic Chemistry of Russian Academy of Sciences

Author for correspondence.
Email: karbo@ioc.ac.ru
Russian Federation, 300012 Tula; 119991 Moscow

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