FluoroFusion: NHC-Catalyzed Nucleophilic Aromatic Substitution Reaction Unveils Functional Perfluorinated Diarylmethanones

Cheng-Lin Chan,Shao-Chi Lee, Pei-Shan Lin, Radyn Vanessa Phaz P. Tapales, Jia-Syuan Li, Chun-An Lai,Jyh-Tsung Lee,Chien-Hung Li,Hsuan-Hung Liao

ORGANIC LETTERS(2024)

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摘要
A mild, facile, and metal-free approach via the N-heterocyclic carbene-catalyzed SNAr reaction between aryl aldehydes with perfluoroarenes to obtain the coveted functional perfluorinated diarylmethanones is disclosed. This method accommodates a diverse substrate range and exhibits notable tolerance toward various functional groups. Our success in modifying biologically relevant molecules, crafting a fully fluorinated bioisosteric analogue of drug candidate D1, and highlighting the potential of these ketones as valuable electrolyte additives for lithium-ion batteries (LIBs) underscores the versatility of our methodology.
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