Literature DB >> 32691597

Synthesis of Acyl Fluorides from Carboxylic Acids Using NaF-Assisted Deoxofluorination with XtalFluor-E.

Marie Gonay1, Chloé Batisse1, Jean-François Paquin1.   

Abstract

The synthesis of acyl fluorides using the deoxofluorination reaction of carboxylic acids using XtalFluor-E is described. This transformation, assisted by a catalytic amount of NaF, occurs at room temperature in EtOAc, where XtalFluor-E behaves as the activating agent and the fluoride source. A wide range of acyl fluorides were obtained in moderate to excellent yields (36-99%) after a simple filtration on a pad of silica gel. We also demonstrated that sequential deoxofluorination/amidation was possible.

Entities:  

Year:  2020        PMID: 32691597     DOI: 10.1021/acs.joc.0c01377

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Deoxyfluorination of acyl fluorides to trifluoromethyl compounds by FLUOLEAD®/Olah's reagent under solvent-free conditions.

Authors:  Yumeng Liang; Akihito Taya; Zhengyu Zhao; Norimichi Saito; Norio Shibata
Journal:  Beilstein J Org Chem       Date:  2020-12-14       Impact factor: 2.883

2.  Strengthening of the C-F Bond in Fumaryl Fluoride with Superacids.

Authors:  Marie C Bayer; Christoph Kremser; Christoph Jessen; Alexander Nitzer; Andreas J Kornath
Journal:  Chemistry       Date:  2022-02-10       Impact factor: 5.020

  2 in total

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