Abstract
4-Amino-6-aryl-2,2-dialkyl-5-cyano-1,3-dithia-4-cyclohexenes react with pyridinium ylides in thermodynamically controlled conditions with the formation of 4-aryl-2-oxo-thioxo)-3-(1-pyridino)-5-cyano-3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates. Arylidenecyanothioacetamides act as intermediates of this recyclization, and the corresponding pyridine-6-thiolates were obtained from them by an independent method. The synthesized hydrogenated pyridine-6-thiolates are in the half-chair conformation with a trans-diaxial position of the 3-H and 4-H hydrogen atoms.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1082–1086, August, 1991.
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Shestopalov, A.M., Demerkov, A.S., Sharanin, Y.A. et al. Stereoselective transformation of 1,3-dithia-4-cyclohexene enaminonitriles into substituted 3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates with pyridinium ylides. Chem Heterocycl Compd 27, 867–871 (1991). https://doi.org/10.1007/BF00472288
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DOI: https://doi.org/10.1007/BF00472288