ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Synthesis, properties, and reactions of heterodienes. II. Reactions of cinnamoyl isothiocyanates with enamines and spectral study of the reaction products

M. Dzurilla, P. Kristián, and E. Demjánová

Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, 041 67 Košice

Abstract:  The reactions of cinnamoyl isothiocyanates with enamines of the crotone type resulting in a,ß-disubstituted iV-thiocrotonoylcinnamamides were studied. The cyclization of the mentioned derivatives to 1,2,5,6-tetrasubstituted pyrimidine-4-thiones was carried out in alkaline medium. Pyrrolidine - thiones were obtained also by direct heating the cinnamoyl isothiocyanates with enamines in anhydrous solvents. The structures of 17 new synthesized compounds were confirmed by infrared, ultraviolet, and nuclear magnetic resonance spectra.

Full paper in Portable Document Format: 274a488.pdf

Chemical Papers 27 (4) 488–496 (1973)