4-Acyl-2-amino-6-chloropyridine-3,5-dicarbonitriles underwent heterocyclization in the presence of ammonia in aqueous dioxane medium, involving the ortho-ketonitrile fragment while preserving the halogen atom. The pyrrole ring annulation process proceeded regioselectively with the formation of a single positional isomer.
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This study received financial support from the Russian Foundation for Basic Research (project No. 18-33-01204 mol_a).
X-ray structural analysis was performed with support from M. V. Lomonosov Moscow State University development program.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(2), 167–171
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Grigor’ev, A.A., Kayukov, Y.S., Nikiforova, A.L. et al. Annulation of pyrrole ring in 4-acylpyridine-3,5-dicarbonitriles in the presence of ammonia. Chem Heterocycl Comp 55, 167–171 (2019). https://doi.org/10.1007/s10593-019-02434-4
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DOI: https://doi.org/10.1007/s10593-019-02434-4