Tetrahedron

Regioselective synthesis and S-derivatization reactions of 4-and 6-trifluoromethyl-3-cyano-2 (1H)-pyridinethiones

…, EY Kruglova, AM Shestopalov, VV Semenov, AA Gakh…

Index: Kislyi, Victor P.; Nikishin, Kirill G.; Kruglova, Elena Ya.; Shestopalov, Alexandr M.; Semenov, Victor V.; Gakh, Andrei A.; Buchanan III Tetrahedron, 1996 , vol. 52, # 33 p. 10841 - 10848

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Citation Number: 22

Abstract

The regioselective synthesis of the title compounds was developed on the basis of condensation reactions of trifluoroacetylacetone and its methyl enacetal with cyanothioacetamide in the presence of bases. Thus, the condensation of trifluoroacetyl- acetone with cyanothioacetamide yields predominantly 4-trifluoromethyl-6-methyl-3-cyano-2 (1H)-pyridinethiones, whereas the methyl enacetal of trifluoroacetylacetone gives ...