Collect. Czech. Chem. Commun. 1986, 51, 573-580

New type of addition to 5-substituted 4-arylidene-2-(4,5-dihydrofurfurylidene)-N,N-dimethyliminium bisperchlorates. Preparation of 4-substituted 5-(N,N-dimethylamino)-2-furancarbaldehydes

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


4-Arilidene-5-(N,N-dimethyliminium)-2-(4,5-dihydrofurfurylidene)-N,N-dimethyliminium bisperchlorate I undergoes a 1,4-addition reaction with organic bases under re-formation of the furan nucleus; this behaviour has been utilized in the preparation of new 4-substituted 5-(N,N-dimethylamino)-2-furancarbaldehydes II, III. The structure of the prepared compounds has been confirmed by 13C and 1H NMR spectra.