Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology, Gokiso, Showa-Ku, Nagoya 466-8555, Japan.
Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig 44519, Egypt.
Org Lett. 2023 Apr 28;25(16):2810-2814. doi: 10.1021/acs.orglett.3c00701. Epub 2023 Apr 3.
The elemental sulfur-mediated synthesis of acyl fluorides from carboxylic acids is achieved using Selectfluor. A broad range of acyl fluorides are accessible from carboxylic acids while avoiding the formation of acid anhydrides. F NMR spectra suggest that S-fluoro-sulfonium cation and neutral S-difluoride generated in situ are the reactive species in this deoxyfluorination reaction.
使用 Selectfluor,通过元素硫实现了从羧酸到酰氟的合成。该方法可以从羧酸制备得到广泛的酰氟,同时避免酸酐的生成。19 F NMR 谱表明,在脱氟反应中,生成的 S-氟代锍阳离子和原位生成的中性 S-二氟化物是反应活性物种。