Collect. Czech. Chem. Commun. 1980, 45, 746-751

Synthesis of trisubstituted ethylenes of the furan series based on 5-methoxycarbonyl-2-furfuryl trichloromethyl sulfone

Adolf Jurášek, Jaroslav Kováč and Rudolf Belko

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


Condensation of 5-methoxycarbonyl-2-furfuryl trichloromethyl sulfone with 4-X-benzaldehydes (X = H, OH, OCH3, N(CH3)2, Cl, I, CN) or 5-Y-2-furaldehydes (Y = H, NO2) in acetic acid in the presence of ammonium acetate and piperidine afforded the corresponding 1-(5-methoxycarbonyl-2-furyl)-1-trichloromethylsulfonyl-2-arylethylenes (IIa-IIj). Structure of these new compounds is discussed on the basis of their UV, 1H-NMR and IR spectra.