Silver(I)-Catalyzed N-Trifluoroethylation of Anilines and O-Trifluoroethylation of Amides with 2,2,2-Trifluorodiazoethane
Silver(I)-Catalyzed N-Trifluoroethylation of Anilines and O-Trifluoroethylation of Amides with 2,2,2-Trifluorodiazoethane
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银 (I) 催化苯胺的 N-三氟乙基化和酰胺与 2,2,2-三氟重氮乙烷的 O-三氟乙基化
DOI：
10.1002/anie.201507219
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发表时间：
2015-11-23
影响因子：
16.6
通讯作者：
Wang, Jianbo
中科院分区：
文献类型：
--
作者：
Luo, Haiqing;Wu, Guojiao;Wang, Jianbo
用2,2,2-三氟重氮乙烷（CF3CHN2）银催化N- H插入，建立了苯胺的直接N-三氟乙基化反应。从机理上说，银碳的迁移插入是反应的关键步骤。相反，当以酰胺作为底物时，在类似的反应条件下，o -三氟乙基化反应产生三氟乙酯。
A straightforward N-trifluoroethylation of anilines has been developed based on silver-catalyzed N - H insertions with 2,2,2-trifluorodiazoethane (CF3CHN2). Mechanistically, the reaction is proposed to involve migratory insertion of a silver carbene as the key step. In contrast, when amides are employed as the substrates under similar reaction conditions, O-trifluoroethylation occurs to afford trifluoroethyl imidates.