Is transamidation a useful approach to amide synthesis?

Transamidation might also offer a useful approach to amide synthesis in cases in which the corresponding carboxylic acid is unstable (e.g., 1,3-ketoacids). In both cases, little attention has been paid to the devel- opment of more efficient purification methods for isolating the amide product.

What is the chemoselective transamidation of N-Boc activated secondary amides?

A facile, highly chemoselective transamidation of N-Boc activated secondary amides proceeds under exceedingly mild conditions in the absence of any additives. Because this reaction is performed in the absence of metals, oxidants, or reductants, the reaction tolerates a large number of useful functionalities.

Is there an alternative mechanism for isocyanate transamidation?

The relative ease with which ureas underwent transamidation might sug- gest that an alternative mechanism in which an isocyanate MICROREVIEWR. M. Lanigan, T. D. Sheppard is generated by expulsion of one of the nitrogen atoms prior to attack of the incoming amine (Scheme 28b) could be op- erative.