Deoxyfluorination of Carboxylic Acids with CpFluor: Access to Acyl Fluorides and Amides

3,3-Difluoro-1,2-diphenylcyclopropene (CpFluor), a bench-stable fluorination reagent, has been developed in the deoxyfluorination of carboxylic acids to afford various acyl fluorides. This all-carbon-based fluorination reagent enabled the efficient transformation of (hetero)­aryl, alkyl, alkenyl, an...

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Veröffentlicht in:Organic letters 2021-03, Vol.23 (5), p.1764-1768
Hauptverfasser: Wang, Xiu, Wang, Fei, Huang, Fengfeng, Ni, Chuanfa, Hu, Jinbo
Format: Artikel
Sprache:eng
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Zusammenfassung:3,3-Difluoro-1,2-diphenylcyclopropene (CpFluor), a bench-stable fluorination reagent, has been developed in the deoxyfluorination of carboxylic acids to afford various acyl fluorides. This all-carbon-based fluorination reagent enabled the efficient transformation of (hetero)­aryl, alkyl, alkenyl, and alkynyl carboxylic acids to the corresponding acyl fluorides under the neutral conditions. This deoxyfluorination method was featured by the synthesis of acyl fluorides with in-situ formed CpFluor, as well as the one-pot amidation reaction of carboxylic acids via in-situ formed acyl fluorides.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00190