13512-48-6Relevant articles and documents
Silver-Mediated N-Trifluoromethylation of Amides and Peptides
Zhang, Zhenzhen,He, Jiayan,Zhu, Lin,Xiao, Haiwen,Fang, Yewen,Li, Chaozhong
, p. 924 - 928 (2020)
We report herein the direct N-trifluoromethylation of N-H amides. Promoted by AgOTf and 2-fluoropyridine, the reaction of a variety of amides with Selectfluor, TMSCF3 and CsF proceeds smoothly at room temperature leading to the corresponding N-trifluoromethylated products in satisfactory yields. The protocol is also applicable to amino acid derivatives, resulting in efficient and chemoselective N-trifluoromethylation of di- and tri-peptides with retention of configuration. A mechanism involving reductive elimination of Ag(III) intermediates to form N—CF3 bonds is proposed.