ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Furan derivatives. XXXI. α,β-Unsaturated ketones of the phenylfuran series

R. Frimm, J. Kováč, and A. Krutošíková

Department of Organic Chemistry, Slovak Technical University, 880 37 Bratislava

Abstract:  l-(2-Furoyl)-2-[5-(X-phenyl)-2-furyl]ethylenes, l-benzoyl-2-[5-(X-phenyl)-2-furyl]ethylenes, and 4-[5-(4-nitrophenyl)-2-furyl]-3-butene-2-ones (X = 4-N0₂ , 3-N0₂, 4-Cl, 4-Br, 4-CH₃, 4-OCH₃, H) have been synthesized by the condensation of 5-(X-phenyl)-2-furaldehydes with 2-acetylfuran, acetophenone, and acetone. The preparation of 5-(X-phenyl)-2-furaldehydes (X = 4-CH₃, 4-OCH₃, H) and the arylation of 2-acetylfuran by the modified Meerwein's reaction is also described. Infrared spectra of the synthesized compounds are interpreted.

Full paper in Portable Document Format: 271a101.pdf

Chemical Papers 27 (1) 101–106 (1973)