High-valent Cu()-CF compound-mediated esterification reaction

Cu( iii )-CF 3 compounds are reported herein as novel coupling reagents to mediate ester synthesis from carboxyl acids and alcohols/phenols. Carboxylic acids are transformed to trifluoromethyl ester and acyl fluoride activated species that interact with each other. The broad substrate scope and late...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-02, Vol.21 (5), p.935-939
Hauptverfasser: Dai, Ming-Suo, Zheng, Zhen-Mei, Zhang, Song-Lin
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Zusammenfassung:Cu( iii )-CF 3 compounds are reported herein as novel coupling reagents to mediate ester synthesis from carboxyl acids and alcohols/phenols. Carboxylic acids are transformed to trifluoromethyl ester and acyl fluoride activated species that interact with each other. The broad substrate scope and late-stage application of this method are demonstrated. This study opens up new opportunities to develop interesting reactions using Cu( iii )-CF 3 compounds without transferring a CF 3 group to the products. The use of a Cu( iii )-CF 3 complex as a novel coupling reagent allows a general esterification reaction with broad substrate scope. Two activated carboxyl species are generated and interact with each other.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob02166h