Collect. Czech. Chem. Commun. 1986, 51, 2013-2018

Mechanism of alkenylation of aromatic substrates with 5-nitro-2-furylvinyl bromide

Ján Hrabovský, Jaroslav Kováč and František Považanec

Department of Organic Chemistry, Slovak Technical Institute, 812 37 Bratislava


Mechanism has been studied of electrophilic aromatic substitution with (Z)- and (E)-5-nitro-2-furylvinyl bromide in the presence of aluminium(III) chloride. From chemical findings and 1H NMR study it follows that the mechanism can be interpreted as an electrophilic addition-elimination pathway (AdE-E) from the point of view of the vinyl substitution.