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.
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Pratibha Bhatti
Anjali Gupta
Shubham Chaudhari
Organic Letters
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Bhatti et al. (Mon,) studied this question.
www.synapsesocial.com/papers/6971bfdff17b5dc6da021f22 — DOI: https://doi.org/10.1021/acs.orglett.5c04569
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