The reaction between enamines and azaenamines containing a thioamide group and dimethyl acetylenedicarboxylate was studied under various conditions. It was shown that exchanging one of the carbon atoms in the structure of the investigated compounds for a nitrogen atom significantly affected the reactivity. Functionalized thiopyrans and thiazolidinones were obtained during this investigation.
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Notes
Here and further in the Experimental the 13С NMR signals of major isomers in the isomeric mixtures are marked with an asterix.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 962-975, June, 2014.
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Belskaya, N.P., Lugovik, K.I., Ivina, A.D. et al. Reaction of Enamines and Azaenamines Containing a Thioamide Group with Dimethyl Acetylenedicarboxylate. Chem Heterocycl Comp 50, 888–900 (2014). https://doi.org/10.1007/s10593-014-1543-y
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DOI: https://doi.org/10.1007/s10593-014-1543-y