STUDY OF THE THREE-COMPONENT REACTION OF α-NITROCARBONYL COMPOUNDS, AROMATIC ALDEHYDES, AND CYANOTHIOACETAMIDE
Keywords:
Michael adducts, arylidenecyanothioacetamides, 3,4-trans-4,5-trans-5-cyano-2-hydroxy-3-nitro-2,4-diphenylhexahydropyridine-6(1H)-thione, α-nitro ketones, 3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates, cyanothioacetamide, ethyl nitroacetateAbstract
The reaction of benzaldehyde, α-nitro ketone, and cyanothioacetamide in the presence of morpholine has given the novel 3,4-trans-2-R-5-cyano-2-hydroxy-3-nitro-4-phenyl-1,2,3,4-tetrahydropyridine-6-thiolates. It was found that the reaction occurs via the formation of 1-amino-2-cyano-4-nitro-5-oxo-3-phenyl-1,2-pentene-1-thiolate. In the case of α-nitroacetophenone, 3,4-trans-4,5-trans-5-cyano-2-hydroxy-3-nitro-2,4-diphenylhexahydropyridine-6(1H)-thione was also obtained. The use of α-nitroesters in place of the nitro ketones in the reaction leads to morpholinium 2-aryl-1-carbethoxy-3-cyano-1-nitro-3-thiocarbamoylpropyl-1-ates as the single product.
How to Cite
Rodinovskaya, L. A.; Chunikhin, K. S.; Shestopalov, A. M. Chem. Heterocycl. Compd. 2002, 38, 442. [Khim. Geterotsikl. Soedin. 2002, 507.]
For this article in the English edition, see DOI https://doi.org/10.1023/A:1016035406623
