Collect. Czech. Chem. Commun. 1988, 53, 1053-1059

Electrophilic ipso substitutions of furan vinamidinium salts

Tibor Graczaa, Zdeněk Arnoldb and Jaroslav Kováča

a Department of Organic Chemistry, Slovak Institute of Technology, 812 37 Bratislava
b Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6


5-(N,N-Dialkylamino)-2-furfurylidene-N,N-dialkylimminium salts I (the vinamidinium salts of furan) react with arenediazonium salts to give products of ipso substitution in position 2 of the furan ring, i.e. 5-(N,N-dialkylamino)-2-azoarenefuran salts II. The structure of these products was evidenced by 1H NMR and UV spectral data.