Generation and fate of free radicals of Δ2-oxazolin-5-ones |
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Authors: | A. Marquez C.A. Chuaqui H. Rodriguez L. Zagal |
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Affiliation: | 1. Departamento de Ciencias Formativas, Facultad de Ciencias Básicas y Farmacéuticas, Universidad de Chile. Casilla 233, SantiagoChile;2. Medical Biophysics Branch, Whiteshell Nuclear Research Establishment, Atomic Energy of Canada Limited Research Company. Pinawa, Manitoba ROE 1LO, Canada |
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Abstract: | The reaction of Δ2 -oxazolin-5-ones 1a and 1b with nickel peroxide in benzene produces the corresponding 4,4-dehydrodimers 5a and 5b as the main products in yields over 75%. 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 d] pair isomers) 5c and 5c', (40.7%), 2,4-dehydrodimer 6c (34.9%), acetylanisoylimide 8c (8.5%) and anisamide (15.9%). Adequate mechanistic schemes are discussed to account for the products formed. |
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