109619-37-6Relevant articles and documents
Synthesis and domino reactions of polymethylene-3-cyanopyridine-2(1Н)-thiones
Shestopalov, Anatoliy M.,Rodinovskaya, Lyudmila A.,Zubarev, Andrey A.,Nesterov, Vladimir N.,Ugrak, Bogdan I.,Dutova, Tatyana Ya.
, p. 913 - 922 (2020)
A new and facile three-component method was developed for the synthesis of polymethylene-3-cyanopyridine-2(1Н)-thiones by the domino Knoevenagel → Michael → heterocyclization → dehydrogenation reaction from cycloalkanones, cyanothioacetamide, and polymethoxy-substituted benzaldehydes. The final dehydrogenation step was found to involve arylidenecyanothioacetamide. The resulting pyridinethiones and 4-chloroacetoacetic ester were introduced into the domino SN2 → Thorpe-Ziegler → Guareschi-Thorpe reaction to synthesize tetracyclic dipyridothiophenes. Starting from these compounds, 8,9-polymethylenepyranothienodipyridines were also synthesized by the domino Knoevenagel → Michael → hetero-Thorpe-Ziegler reaction. Furthermore, a method for the synthesis of thienodipyridine annulated to the steroid skeleton is proposed.
CYCLIZATION OF NITRILES. XXI. SUBSTITUTED 4-(3-PYRIDYL)- AND 4-(4-PYRIDYL)-3-CYANO-2(1H)-PYRIDINETHIONES
Sharanin, Yu. A.,Shestopalov, A. M.,Litvinov, V. P.,Mortikov, V. Yu.,Rodinovskaya, L. A.,et. al.
, p. 1762 - 1770 (2007/10/02)
The reaction of pyridylmethylenecyanothioacetamides with carbonyl compounds, enamines, and enamino ketones gave substituted 4-(3-pyridyl)- and 4-(4-pyridyl)-3-cyano-2(1H)-pyridinethiones and their hydrogenated analogs.The direction of the transformation is determined by the structure of the initial reagents.From a detailed study of the reactions a method was developed for the synthesis of derivatives of 4-(3-pyridyl)- and 4-(4-pyridyl)-3-cyano-2(1H)-pyridinethiones involving three-component condensation of aldehydes of the pyridine series, carbonyl compounds, and cyanothioacetamide.
