Carboxylic acids react rapidly and quantitatively with iminodiaziridines
to afford 1,2,4-trisubstituted 1-acylsemicarbazides in a multistep
sequence. In this way, a carboxy group is readily converted into
an azapeptide motif. Broad signals in high-field ¹H and ¹³C
NMR spectra recorded for the products are indicative of dynamic
processes.
azapeptides - heterocycles - hydrolysis - ring-opening - semicarbazides