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

Synthesis, properties, and reactions of heterodienes. III. Cycloaddition reactions of isoselenocyanates with enamines and diazomethane

G. Suchár and P. Kristián

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

Abstract:  Cycloaddition reactions of isoselenocyanates with enamines of the crotone type as well as with diazomethane were studied. With enamines, α,ß-disubstituted selenocrotonanilides were obtained as resulting products. With diazomethane the resulting product (IV-substituted 5-amino-l,2,3-selenodiazole) could be isolated only in the case of 4-chlorophenyl isoselenocyanate. The structures of the synthesized compounds were proved by infrared, ultraviolet, and nuclear magnetic resonance spectra. Preparation of the mentioned compounds and relation between their structures and spectral properties are discussed.

Full paper in Portable Document Format: 292a244.pdf

Chemical Papers 29 (2) 244–249 (1975)