GENERATION AND FATE OF FREE RADICALS OF Δ2-OXAZOLIN-5-ONES

Article abstract of DOI:10.1016/S0040-4020(01)96628-1

The reaction of Δ²-oxazolin-5-ones 1a and 1b with nickel peroxid in benzene produces the corresponding 4,4-dehydrodimers 5a and 5b as the main products in yields over 75percent.Under the same conditions, the 2-aryl-4-methyl-Δ²-oxazolin-5-ones 1c, 1d and 1e yield five products.In the case of 1c, the constituents of the product mixture were separated and identified as two 4,4-dehydrodimers (meso and dl pair isomers) 5c and 5c', (40.7percent), 2,4-dehydrodimer 6c (34.9percent), acetylanisoylimide 8c(8.5percent) and anisamide (15.9percent).Adequate mechanistic schemes are discussed to account for the products formed.