One pot transamidation of N-pivaloyl activated amides with anilines in the absence of catalyst, base and additive

Transamidation of N-pivaloyl activated amides with weakly-nucleophilic amines such as anilines is demonstrated in the absence of catalyst, base and additives. Under the one-pot conditions, amides were activated in situ by the pivaloyl group and were reacted with anilines at toluene reflux temperature to obtain transamidation products in moderate to excellent yields (60-97%).

Automated summary

This study demonstrates the transamidation reaction of N-pivaloyl activated amides with weakly-nucleophilic amines such as anilines in the absence of catalyst, base, and additives. The reaction proceeds under one-pot conditions, where the amides are activated in situ by the pivaloyl group and reacted with anilines at toluene reflux temperature to yield transamidation products in moderate to excellent yields (60-97%).