ON THE REGIOSELECTIVITY OF THE REACTION OF CYANOTHIOACETAMIDE WITH 2-ACETYLCYCLOHEXANONE, 2-ACETYLCYCLOPENTANONE, AND 2-ACETYL-1-(MORPHOLIN-4-YL)-1-CYCLOALKENES

Abstract

It has been established that the interaction of cyanothioacetamide with 2-acetylcyclohexanone, 2-acetylcyclopentanone, or their enamines (2-acetyl-1-(morpholin-4-yl)-1-cycloalkenes) contrary to the literature data have a non-regiospecific character and leads to the formation of mixtures of 3-cyano-4-methyl-5,6-tri(tetra)methylenepyridine-2(1H)-thiones and 3-cyano-6-methyl-4,5-tri(tetra)methylene-pyridine-2(1H)-thiones with a predominance of the latter.

Authors: V. V. Dotsenko, S. G. Krivokolysko, V. V. Polovinko, and V. P. Litvinov.

English translation in Chemistry of Heterocyclic Compounds, 2012, 48 (2), pp 309-319

http://link.springer.com/article/10.1007/s10593-012-0991-5