Wang Xiu, Wang Fei, Huang Fengfeng, Ni Chuanfa, Hu Jinbo
Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, China.
Org Lett. 2021 Mar 5;23(5):1764-1768. doi: 10.1021/acs.orglett.1c00190. Epub 2021 Feb 15.
3,3-Difluoro-1,2-diphenylcyclopropene (CpFluor), a bench-stable fluorination reagent, has been developed in the deoxyfluorination of carboxylic acids to afford various acyl fluorides. This all-carbon-based fluorination reagent enabled the efficient transformation of (hetero)aryl, alkyl, alkenyl, and alkynyl carboxylic acids to the corresponding acyl fluorides under the neutral conditions. This deoxyfluorination method was featured by the synthesis of acyl fluorides with formed CpFluor, as well as the one-pot amidation reaction of carboxylic acids via formed acyl fluorides.
3,3-二氟-1,2-二苯基环丙烯(CpFluor)是一种易于储存的氟化试剂,已被用于羧酸的脱氧氟化反应,以制备各种酰氟。这种全碳基氟化试剂能够在中性条件下将(杂)芳基、烷基、烯基和炔基羧酸高效转化为相应的酰氟。这种脱氧氟化方法的特点是通过生成的CpFluor合成酰氟,以及通过生成的酰氟对羧酸进行一锅法酰胺化反应。