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

被引：40

作者：

Gonay, Marie ^{[1
]}

Batisse, Chloe ^{[1
]}

Paquin, Jean-Francois ^{[1
]}

机构：

[1] Univ Laval, CCVC, PROTEO, Dept Chim, Quebec City, PQ G1V 0A6, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 15期

基金：

加拿大自然科学与工程研究理事会;

关键词：

REAGENT; AMIDES; BOROACYLATION; FLUORINATION; TRIFLUORIDE; AMIDATION;

D O I：

10.1021/acs.joc.0c01377

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：10253 / 10260

页数：8

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