Cu-Catalyzed Three-Component Carboamination of Electron Deficient Olefins.
Cu-Catalyzed Three-Component Carboamination of Electron Deficient Olefins.
复制标题
DOI：
10.1021/acs.orglett.3c01866
复制
发表时间：
2023-07
期刊：
影响因子：
5.2
通讯作者：
Aja M Nicely;Andrei G Popov;Hanna Wendlandt;G. Trammel;Daniel G Kohler;Kami L. Hull
中科院分区：
文献类型：
--
作者：
Aja M Nicely;Andrei G Popov;Hanna Wendlandt;G. Trammel;Daniel G Kohler;Kami L. Hull
研究了铜催化的三组分氨甲酰化法合成α-芳基氨基酸衍生物。的反应的范围进行了探讨，相对于所有三个耦合合作伙伴：烷基卤，阿托品，和芳基胺。共包括41个实例，产率≤ 92%。伯芳胺和仲芳胺都与α-卤代酯、腈和全氟碘代烷烃一起沿着参与碳胺化反应。机理研究支持自由基机制，涉及铜介导的C-N键形成与自由基加合物。
The copper-catalyzed three-component carboamination of atropates for the synthesis of α-aryl amino acid derivatives is presented. The scope of the reaction is explored with respect to all three coupling partners: the alkyl halide, the atropate, and the aryl amine. A total of 41 examples are included, with yields of ≤92%. Both primary and secondary aryl amines participate in the carboamination along with α-haloesters, nitriles, and perfluoroiodoalkanes. Mechanistic investigations support a radical mechanism involving Cu-mediated C-N bond formation with the radical adduct.