TY - JOUR
T1 - Synthesis of (Hetero)Aroyl Fluorides via a Mild Amides C−N Bond Cleavage
AU - Aliyu Idris, Muhammad
AU - Song, Kwang Ho
AU - Lee, Sunwoo
N1 - Funding Information:
This research was supported by the National Research Foundation of Korea (NRF) grant funded by the Korean government (MSIT) (NRF-2021R1 A2 C1005169). Spectral and HRMS data were obtained at the Korea Basic Science Institute, Gwangju center and Daegu center.
Funding Information:
. This research was supported by the National Research Foundation of Korea (NRF) grant funded by the Korean government (MSIT) (NRF‐2021R1 A2 C1005169). Spectral and HRMS data were obtained at the Korea Basic Science Institute, Gwangju center and Daegu center
Publisher Copyright:
© 2022 Wiley-VCH GmbH.
PY - 2022/7/19
Y1 - 2022/7/19
N2 - 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.).
AB - 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.).
KW - C−N Bond Cleavage
KW - N-benzoylsaccharin
KW - acyl fluorides
KW - amides
KW - fluorides
UR - http://www.scopus.com/inward/record.url?scp=85132322966&partnerID=8YFLogxK
U2 - 10.1002/adsc.202200275
DO - 10.1002/adsc.202200275
M3 - Article
AN - SCOPUS:85132322966
SN - 1615-4150
VL - 364
SP - 2449
EP - 2453
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
IS - 14
ER -