Base-Induced Annulation of Glycal-Derived α-iodopyranone with 2-Aminopyrimidinones: Access to Chiral Imidazopyrimidinones

Abstract

A simple, environmentally benign and catalyst-free method for the synthesis of chirally enriched imidazo[1,2-a]pyrimidinone glycohybrids has been successfully developed. The protocol is based on a base-induced annulation of α-iodo-pyranone with Michael addition of 2-aminopyrimidinones followed by intramolecular nucleophilic substitution reaction. The privilege of this method includes mild reaction conditions, eco-friendly solvent and a transition-metal-free approach. Moreover, using straightforward simple methods, this reaction method exhibits a broad range of substrate scope and remarkable tolerance toward various functional groups. © 2024 Wiley-VCH GmbH.