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

Muhammad Aliyu Idris, Kwang Ho Song, Sunwoo Lee

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

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. (Figure presented.).

Original languageEnglish
Pages (from-to)2449-2453
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume364
Issue number14
DOIs
Publication statusPublished - 2022 Jul 19

Keywords

  • C−N Bond Cleavage
  • N-benzoylsaccharin
  • acyl fluorides
  • amides
  • fluorides

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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