Synthesis of (Hetero)Aroyl Fluorides via a Mild Amides C-N Bond Cleavage

被引:14
作者
Aliyu Idris, Muhammad [1 ]
Song, Kwang Ho [2 ]
Lee, Sunwoo [1 ]
机构
[1] Chonnam Natl Univ, Dept Chem, Gwangju 61186, South Korea
[2] Korea Univ, Dept Chem & Biol Engn, Seoul 02841, South Korea
基金
新加坡国家研究基金会;
关键词
amides; N-benzoylsaccharin; fluorides; acyl fluorides; C-N Bond Cleavage; CARBOXYLIC-ACIDS; ACYL FLUORIDES; HYDROGEN-FLUORIDE; KETONE SYNTHESIS; CONVENIENT; ESTERIFICATION; CARBONYLATION; FLUORINATION; ACTIVATION; ACYLATION;
D O I
10.1002/adsc.202200275
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Amides, such as N-benzoylsaccharin, N,N-diBocbenzamide, and N-phenyl-N-tosylbenzamides reacted with Et3N.3HF to provide the corresponding acyl fluorides in good yields. The reaction was conducted under environmentally friendly conditions using i-PrOAc as the solvent. Moreover, the reaction was performed at room temperature and did not require a transition-metal catalyst or additives. The methodology showed functional group tolerance toward amines, alkoxy, halides, ketones, esters, and aldehydes.
引用
收藏
页码:2449 / 2453
页数:5
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