当前位置: X-MOL 学术Angew. Chem. Int. Ed. › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Nickel‐Catalyzed Amination of Silyloxyarenes through C–O Bond Activation
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-07-17 , DOI: 10.1002/anie.201806790
Eric M. Wiensch 1 , John Montgomery 1
Affiliation  

Silyloxyarenes were utilized as electrophilic coupling partners with amines in the synthesis of aniline derivatives. A diverse range of amine substrates were used, including cyclic or acyclic secondary amines, secondary anilines, and sterically hindered primary anilines. Additionally, a range of sterically hindered and unhindered primary aliphatic amines were employed, which have previously been challenging with other classes of aryl ether electrophiles. Orthogonal couplings of silyloxyarenes with aryl methyl ethers are illustrated, where selectivity between the two C−O electrophiles is determined by ligand control, thereby allowing complementary and selective late‐stage diversification of either electrophile. Finally, a sequential coupling displays the utility of this amination method along with the reversal in intrinsic reactivity between aryl methyl ethers and silyloxyarenes.

中文翻译:

通过C–O键激活的镍催化的甲硅烷氧基芳烃的胺化反应

在苯胺衍生物的合成中,甲硅烷氧基芳烃被用作与胺的亲电子偶联伴侣。使用了多种胺底物,包括环状或无环仲胺,仲苯胺和位阻伯苯胺。另外,使用了一系列空间受阻和不受阻碍的伯脂族伯胺,这些伯胺以前对其他种类的芳基醚亲电试剂具有挑战性。举例说明了甲硅烷基氧芳烃与芳基甲基醚的正交偶联,其中两个C-O亲电试剂之间的选择性由配体控制确定,从而使任一亲电试剂实现互补和选择性的后期多样化。最后,
更新日期:2018-07-17
down
wechat
bug