Literature DB >> 33464095

Acyl Fluorides from Carboxylic Acids, Aldehydes, or Alcohols under Oxidative Fluorination.

Yumeng Liang1, Zhengyu Zhao1, Akihito Taya1, Norio Shibata1,2.   

Abstract

We describe a novel reagent system to obtain acyl fluorides directly from three different functional group precursors: carboxylic acids, aldehydes, or alcohols. The transformation is achieved via a combination of trichloroisocyanuric acid and cesium fluoride, which facilitates the synthesis of various acyl fluorides in high yield (up to 99%). It can be applied to the late-stage functionalization of natural products and drug molecules that contain a carboxylic acid, an aldehyde, or an alcohol group.

Entities:  

Year:  2021        PMID: 33464095     DOI: 10.1021/acs.orglett.0c04087

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Nucleophilic Fluorination Catalyzed by a Cyclometallated Rhodium Complex.

Authors:  Patrick J Morgan; Graham C Saunders; Stuart A Macgregor; Andrew C Marr; Peter Licence
Journal:  Organometallics       Date:  2022-03-31       Impact factor: 3.837

2.  Complete deconstruction of SF6 by an aluminium(I) compound.

Authors:  Daniel J Sheldon; Mark R Crimmin
Journal:  Chem Commun (Camb)       Date:  2021-07-20       Impact factor: 6.222

3.  Rapid and column-free syntheses of acyl fluorides and peptides using ex situ generated thionyl fluoride.

Authors:  Cayo Lee; Brodie J Thomson; Glenn M Sammis
Journal:  Chem Sci       Date:  2021-11-29       Impact factor: 9.825

  3 in total

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