Solvent dependent fluorinative cyclizations of -hydroxy-arylenaminones promoted by HO and NFSI: switchable access to di- and monofluorinated 2-hydroxyl chromanones.

Org Biomol Chem

Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Organometallic New Materials, College of Hunan Province, College of Chemistry and Materials Science, Hengyang Normal University, Hengyang 421008, China.

Published: March 2025


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Article Abstract

Integrating fluorine into heterocyclic structures cyclization reactions under metal-free conditions is attractive for organic synthesis. Herein, we describe solvent dependent fluorinative cyclizations of -hydroxyarylenaminones, which were promoted by HO and NFSI under metal-free conditions, to furnish 2,3-substituted chromanones. Di- and monofluorinated 2-hydroxyl chromanones could be achieved selectively in a THF-HO or EtOH-HO system at ambient temperature under an air atmosphere.

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http://dx.doi.org/10.1039/d4ob02040eDOI Listing

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