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

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Date

2024

Journal Title

European Journal of Organic Chemistry

Journal ISSN

Volume Title

Publisher

John Wiley and Sons Inc

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 ?-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.

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Keywords

2-aminopyrimidinone, annulation reactions, glycohybrids, imidazo-pyrimidinones, Michael addition

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