1354792-75-8Relevant articles and documents
Copper-Catalyzed Deaminative Difluoromethylation
Cai, Aijie,Liu, Wei,Wang, Yufei,Yan, Wenhao,Yang, Dongqi,Yang, Kundi,Zacate, Samson B.,Zeng, Xiaojun
supporting information, p. 16398 - 16403 (2020/07/17)
The difluoromethyl group (CF2H) is considered to be a lipophilic and metabolically stable bioisostere of an amino (NH2) group. Therefore, methods that can rapidly convert an NH2 group into a CF2H group would be of great value to medicinal chemistry. We report herein an efficient Cu-catalyzed approach for the conversion of alkyl pyridinium salts, which can be readily synthesized from the corresponding alkyl amines, to their alkyl difluoromethane analogues. This method tolerates a broad range of functional groups and can be applied to the late-stage modification of complex amino-containing pharmaceuticals.
Copper-Catalyzed Decarboxylative Difluoromethylation
Zeng, Xiaojun,Yan, Wenhao,Zacate, Samson B.,Chao, Tzu-Hsuan,Sun, Xiaodong,Cao, Zhi,Bradford, Kate G. E.,Paeth, Matthew,Tyndall, Sam B.,Yang, Kundi,Kuo, Tung-Chun,Cheng, Mu-Jeng,Liu, Wei
supporting information, p. 11398 - 11403 (2019/08/20)
We report herein a highly efficient Cu-catalyzed protocol for the conversion of aliphatic carboxylic acids to the corresponding difluoromethylated analogues. This robust, operationally simple and scalable protocol tolerates a variety of functional groups and can convert a diverse array of acid-containing complex molecules to the alkyl-CF2H products. Mechanistic studies support the involvement of alkyl radicals.