Collect. Czech. Chem. Commun. 1980, 45, 155-162
https://doi.org/10.1135/cccc19800155

5-Nitro-2-furylvinylation of secondary and tertiary amines

Daniel Végh, Jaroslav Kováč, Miloslava Dandárová and Lubor Ivančo

Department of Organic Chemistry, Slovak Institute of Technology, 880 37 Bratislava

Abstract

Reaction of 12 secondary amines and trimethylamine with (Z) and (E)-5-nitro-2-furylvinyl bromide (I) was studied. Whereas the enamines II, obtained from secondary amines, have the E configuration, the quaternisation of trimethylamine affords stereospecifically the corresponding (Z) or (E) vinylammonium salts III.