Archiv der Pharmazie p. 863 - 871 (1988)
Update date:2022-08-04
Topics: Deprotonation Nucleophilic addition
Hartke, Klaus
Mueller, Heinz-Georg
Dithionomalonic esters 1, obtained from malonitrile via malonodiimidium salts 5 by thiolysis, react with amines under elimination of H2S to form the 3-amino-thioacrylic O-esters 11.The alkali salts of 1 condense with amines to give the malonodithioamides 12 by loss of 2 molecules of alcohol.Oxidative cyclization of 11 leads to the isothiazoles 16-18.Reaction of 1 with hydrazines gives rise to the pyrazoles 20-22; with amidines the pyrimidines 23 and 24 were obtained.
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Doi:10.1021/ol0481840
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(2017)Doi:10.1016/S1381-1169(99)00449-5
(2000)Doi:10.1139/v00-120
(2000)Doi:10.1021/ja002421m
(2000)Doi:10.1139/v70-276
(1970)