Collect. Czech. Chem. Commun. 1982, 47, 1848-1855

Photochemical reactions of substituted 2(3H)-oxazolones with carbonyl compounds

Stanislav Sekretára, Jan Kopeckýb and Augustin Martvoňc

a Department of Organic Chemistry, Slovak Institute of Chemical Technology, 880 37 Bratislava
b Institute of Hygiene and Epidemyology, 100 41 Prague
c Research Institute for Drugs, 900 01 Modra


Photocycloaddition of carbonyl compounds of various triplet energy to 3-acetyl-2(3H)-oxazolone (V) and 3-acetyl-4,5-dimethyl-2(3H)-oxazolone (VI) afforded oxetanes XIII-XX. Other investigated 2(3H)-oxazolones VII-IX gave no oxetanes. The photoreactivity of 2(3H)-oxazolones and the regioselectivity of the photocycloaddition were correlated with the HMO reactivity indices.