Primary Pyrrolimines and Pyridinimines

The association of an aromatic ring with an N-H-unsubstituted imine generates families of compounds that have been little studied until now except when the ring is a phenyl group. Recently, such imines substituted by a furan or thiophene group have been synthesized. This work reports a similar study where a pyrrole or pyridine ring is directly linked to an N-unsubstituted aldimine or ketimine group in order to isolate such compounds and to open the way to the knowledge of their physicochemical properties. The lower volatility of pyrrole and pyridine derivatives compared to aryl, furan, or thiophene derivatives greatly increases the difficulty of the synthesis and isolation of these kinetically unstable compounds.