Access to N-Difluoromethyl Amides, (Thio)Carbamates, Ureas, and Formamides

被引:6
|
作者
Zivkovic, Filip G. [1 ]
Wycich, Gina [1 ]
Liu, Linhao [1 ]
Schoenebeck, Franziska [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
基金
欧洲研究理事会;
关键词
TRIFLUOROMETHYL AMIDES; O-DIFLUOROMETHYLATION; FLUORINE; IMIDAZOLES; REAGENT; AMINES;
D O I
10.1021/jacs.3c13711
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first efficient access to N-difluoromethyl amides, carbamates, thiocarbamates, ureas, formamides, and their derivatives is reported herein. The synthetic strategy relies on the initial synthesis and straightforward derivatization of N-CF2H carbamoyl fluorides, which were prepared through a desulfurization-fluorination of thioformamides (& horbar;NH & horbar;C(H)& boxH;S) coupled with carbonylation. The newly made N-CF2H carbonyl compounds proved to be highly robust and compatible with numerous chemical transformations and downstream derivatizations, underscoring the potential of this novel motif as a building block in complex functional molecules.
引用
收藏
页码:1276 / 1281
页数:6
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