Arylation of heterocyclic ketene aminals with 2,4-dinitrohalobenzenes by a radical nucleophilic substitution mechanism

The anions of heterocyclic ketene aminals reacted with 2,4-dinitrohalobenzenes to give arylated products by a radical nucleophilic substitution mechanism. The SRN1 mechanism was confirmed by EPR spectroscopy, EPR spin trapping, and by depression of the reaction rate by the addition of an inhibitor.