The present study reports the divergent reaction of previously underexplored arylglyoxyl radicals generated in situ from arylglyoxals in the presence of tert-butyl hydroperoxide (TBHP) and a catalytic amount of iodine with various amines at two different temperatures leading to the synthesis of arylglyoxal amides at 120 °C and aromatic amides at 180 °C. The two radicals, arylglyoxyl radical and aroyl radical, generated via decarbonylation at higher temperature, could react with amines via radical polar crossover.
Bhatti et al. (Mon,) studied this question.