Photochemical reactions of 2-substituted furans with some carbonyl compounds

Abstract

Photochemical reactions of 2-substituted furans I, IV and V with benzaldehyde, benzophenone and 4-methylbenzophenone gave substitued 2,7-dioxabicyclo[3,2,0]-3-heptenes, which can be used for syntheses of 2,3- or 2,4-disubstituted furans. Regioisomeric (2:1)-cycloadducts XV and XVI were distinguished on the basis of their 1H and 13C NMR spectra.

Oxetane Synthesis through the Paternò-Büchi Reaction

“…When the reaction was carried out in benzene, dimers can be obtained [55,149,150,151]. Furan reacted with chloral to give unexpectedly the corresponding 2-furyl carbinols [152]. Furthermore, 2-cyanofuran did not react, while 2-furfural diacetate and furfural ethylene acetal showed low reactivity [152].…”