Amidation by N-Alkylamides Different from Formamides

N-alkylamides different from formamides exclusively give rise to a-N-amidoalkyla-tion. Most of the study was accomplished with N-alkylacetamides because only the N-alkyl groups are involved in the substitution. The C—H bond in a to the carbonyl group can be also abstracted with some ease owing to the resonance stabilization 19) 

Heterocyclic compound Amide Position of attack Yield % 

Heterocyclic compound Position of attack Conversion % Yield % 

Other radical sources involve hydrogen abstraction from alkyl formates [Eq. (25)] and oxidation decarboxylation of semiesters of oxalic acid [Eq. (26)] 

The alkoxycarbonyl groups, as well as the acyl and amido, activate the heterocyclic ring towards further carboxylation, facilitating polysubstitution if more a and y positions are free. 

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