1969 Volume 42 Issue 10 Pages 2981-2983
Irradiation of aromatic oxime benzoates, R1R2C=N–OCOPh, in benzene solution gives the corresponding azines, (R1R2C=N–)2, and ketones, R1R2C=O, along with PhCO2NH4. PhCO2H and Ph2 are also obtained in all cases. The reaction course can be explained by assuming a radical fission of excited R1R2C=N–OCOPh which gives radicals R1R2C=N· and ·OCOPh in the initial step. Sensitization experiment establishes the fact that a triplet state of the oxime benzoate is involved as a chemically reactive species.
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