Organocatalytic Electrophilic Arene Amination: Rapid Synthesis of 2-Quinolones

25 June 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

For decades, the synthesis of 2-quinolones, a crucial structural motif in pharmaceuticals and agrochemicals, has relied heavily on costly noble metal complexes and structurally complex ligands. Despite considerable efforts from synthetic chemists, a mild, metal-free, environmentally friendly, and cost-effective approach has remained elusive. This study introduces a robust, metal-free synthetic platform that leverages an innovative organoiodine-catalyzed electrophilic arene C(sp2)-H amination strategy to efficiently produce a wide range of new and modifiable 2-quinolones. Moreover, this study allows ready synthetic access to novel 8-aryl-substituted 2-quinolones, uncovering new chemical spaces with significant potential for medicinal applications.

Keywords

nitrenium ion
2-quinolones
electrophilic amnation
hypervalent iodine

Supplementary materials

Title
Description
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Title
Organocatalytic Electrophilic Arene Amination: Rapid Synthesis of 2-Quinolones
Description
This file contains the detailed experimental procedures and chracterization data for all new compounds.
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Comment number 1, Raushan Kumar Jha: Jul 08, 2024, 13:33

Nice work