Radical isomerization via intramolecular ipso substitution of N-arylamides: Aryl translocation from nitrogen to carbon

Article abstract of DOI:10.1016/0040-4039(94)02370-Q

N-Aryl-N-(3-bromopropyl)amides are converted to N-(3-arylpropyl)amides under standard radical generating conditions via intramolecular ipso attack of the alky radicals which generates spiro cyclohexadienyl radical intermediates.