Synthetic Applications of Ambiphilic C‐acylimines in Organic Synthesis

Abstract

C‐acylimines are generally obtained through condensation/dehydration of simple and readily available glyoxals and amines. The structure resembles naturally occurring biological substances due to the presence of the imino group (−N=C−). Chemically, C‐acylimines exhibit ambiphilic reactivity, and hence, their synthetic chemistry becomes more attractive and viable for the synthesis of various aza‐cyclic/heterocyclic compounds, including their asymmetric counterpart. Therefore, many synthetic methodologies were developed from these readily preparable C‐acylimines. Surprisingly, there is no account/review available on this specific topic. Hence we present here an account of all the synthetic endeavours developed from C‐acylimines to synthesize small molecules and complex systems using various strategies.

Two-pot sequential multicomponent metal-free synthesis of pyrrolo[2,3-d]pyridazin-7-ones and pyrrolo[2,3-d]pyrizidines

“…Here, we present our findings in this direction. Recently, a-imino-carbonyls, such as a-imino-esters 17 and Cacyl imines, 18 either preformed or in situ generated, have served as suitable and readily available electrophiles for a series of transformations. Recently, in situ-generated C-acyl imines have been utilized for a multicomponent synthesis of fully substituted pyrroles (Scheme 1b).…”