Reactions of organic peroxides. Part XVI. Amino-peroxides from autoxidation of imines
Abstract
A number of imines [graphic omitted]N·CHR1 R2(R1= aryl; R2= methyl or aryl), on oxygenation at –15 to –20°(u.v.) or at room temperature (R1 and R2= aryl), gave the corresponding cyclic amino-peroxides [graphic omitted]. Thermal or base-catalysed decomposition of these amino-peroxides provided the corresponding ketones, R1COR2, caprolactam (low yield), and a number of by-products, some of which have been characterised. On the other hand the imines Ph2CH·CH:NR (R = C6H11 or CHPh2) gave rather unstable hydroperoxides, Ph2C(O·OH)·CH:NR, on oxygenation.