Collect. Czech. Chem. Commun. 1984, 49, 2141-2147

Reactions of 1-cyano-1-R-2-(5-X-2-furyl)ethylenes with nucleophilic reagents

Rudolf Kada, Viera Knoppová, Jaroslav Kováč and Naděžda Mäčková

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


The Knoevenagel condensation of phenylsulphonylacetonitrile and benzoylacetonitrile with 5-X-furane-2-carbaldehydes ( X = Br, NO2, C6H5S, C6H5SO2) has been used for preparation of the respective condensation products 1-cyano-1-fenylsulphonyl-2-(5-X-2-furyl)- and 1-cyano-1-benzoyl-2-(5-X-2-furyl)ethylenes. These condensation products react with nucleophilic reagents which replace the group X at the 5 position of the furane nucleus. These nucleophilic substitutions have been also studied kinetically.