The reactions of β-azolyl enamines with azides proceeded under solvent-free conditions in the absence of base at 110°С by one of the possible routes, selectively forming 1,4-disubstituted 1,2,3-triazoles. The proposed reaction mechanism includes cycloaddition of the starting reagents, leading to 1,2,3-triazoline intermediates, followed by elimination of dimethylamine and the formation of aromatic triazole ring.
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This work received financial support from the Russian Science Foundation (grant 15-13-10031).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2018, 54(2), 167–172
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Efimov, I.V., Beliaev, N.A., Bakulev, V.A. et al. Synthesis of 1,2,3-triazoles linked into chains with other carbo- and heterocycles by a reaction between β-azolyl enamines and azides. Chem Heterocycl Comp 54, 167–172 (2018). https://doi.org/10.1007/s10593-018-2249-3
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DOI: https://doi.org/10.1007/s10593-018-2249-3