caa a22 4500 467992150 CHVBK 20180323112547.0 cr unu---uuuuu 170328e19900301xx s 000 0 eng 10.1007/BF00472553 doi (NATIONALLICENCE)springer-10.1007/BF00472553 Stereochemical aspects of formation of substituted hydrogenated 3-(1-pyridinio)-6-pyridinethiolates and synthesis of 4,6-diaryl-3-cyano-2(1H)-pyridinethiones on their basis [Elektronische Daten] [A. Shestopalov, Yu. Sharanin, V. Promonenkov] Regioselective and stereoselective methods were developed for the synthesis of 2-hydroxy-2,4-diaryl-3-(1-pyridinio)-5-cyano-3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates on the basis of the reactions of cyanothioacetamide with E-1-styrylpyridinium salts or aromatic aldehydes and 1-phenacyl-pyridinium bromide. The products exist in the half-chair conformation with the trans-diaxial arrangement of hydrogen atoms 3 and 4. The Michael adducts in the form of the anti conformers with the synclinal arrangement of the reaction centers act as intermediates. The obtained thiolates were converted with high yields into 4,6-diaryl-3-cyano-2(1H)-pyridinethiones. Plenum Publishing Corporation, 1990 Shestopalov A. T. G. Shevchenko Voroshilovgrad State Pedagogical Institute, 348011, Lugansk aut Sharanin Yu T. G. Shevchenko Voroshilovgrad State Pedagogical Institute, 348011, Lugansk aut Promonenkov V. T. G. Shevchenko Voroshilovgrad State Pedagogical Institute, 348011, Lugansk aut Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/3(1990-03-01), 317-322 0009-3122 26:3<317 1990 26 10593 https://doi.org/10.1007/BF00472553 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00472553 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Shestopalov A. T. G. Shevchenko Voroshilovgrad State Pedagogical Institute, 348011, Lugansk aut NATIONALLICENCE 700 1- Sharanin Yu T. G. Shevchenko Voroshilovgrad State Pedagogical Institute, 348011, Lugansk aut NATIONALLICENCE 700 1- Promonenkov V. T. G. Shevchenko Voroshilovgrad State Pedagogical Institute, 348011, Lugansk aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Plenum Publishers 26/3(1990-03-01), 317-322 0009-3122 26:3<317 1990 26 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer