Synthesis of 4,6-Disubstituted 2-Thioxo-1,2-dihydropyridine-3-carbonitriles by the Reaction of Acetylenic Ketones with Cyanothioacetamide

D. S. Buryi; V. V. Dotsenko; A. S. Levashov; D. Yu. Lukina; V. D. Strelkov; N. A. Aksenov; I. V. Aksenova; E. E. Netreba

doi:10.1134/S1070363219050050

Synthesis of 4,6-Disubstituted 2-Thioxo-1,2-dihydropyridine-3-carbonitriles by the Reaction of Acetylenic Ketones with Cyanothioacetamide

Autores: Buryi D.¹, Dotsenko V.¹^,2, Levashov A.¹, Lukina D.¹, Strelkov V.¹, Aksenov N.¹, Aksenova I.², Netreba E.³
Afiliações:
1. Kuban State University
2. North-Caucasus Federal University
3. V.I. Vernadsky Taurida Academy
Edição: Volume 89, Nº 5 (2019)
Páginas: 886-895
Seção: Article
URL: https://journals.rcsi.science/1070-3632/article/view/222894
DOI: https://doi.org/10.1134/S1070363219050050
ID: 222894

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Resumo

The reaction of acetylenic ketones with cyanothioacetamide in the presence of morpholine yields 4,6-disubstituted 2-thioxo-1,2-dihydropyridine-3-carbonitriles. Structure of the obtained compounds was proved using 2D NMR spectroscopy, as well as transformations into 3-aminothieno[2,3-b]pyridine-2-carboxamide derivatives.

Palavras-chave

acetylenic ketones, cyanothioacetamide, Bohlmann-Rahtz reaction, Thorpe-Ziegler reaction, thieno-[2,3-b]pyridines