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

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초록

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.

키워드

amides; N-benzoylsaccharin; fluorides; acyl fluorides; C-N Bond Cleavage; CARBOXYLIC-ACIDS; ACYL FLUORIDES; HYDROGEN-FLUORIDE; KETONE SYNTHESIS; CONVENIENT; ESTERIFICATION; CARBONYLATION; FLUORINATION; ACTIVATION; ACYLATION
제목
Synthesis of (Hetero)Aroyl Fluorides via a Mild Amides C-N Bond Cleavage
저자
Aliyu Idris, Muhammad; Song, Kwang Ho; Lee, Sunwoo
DOI
10.1002/adsc.202200275
발행일
2022-07-19
유형
Article
저널명
Advanced Synthesis & Catalysis
권
364
호
14
페이지
2449 ~ 2453