Ni-Catalyzed Reductive 1,2-Alkylarylation of Alkenes for the Synthesis of Spirocyclic γ-Lactams

被引：2
|
作者：
Pearson, James W. [1 ]
Hou, Teh Ren [1 ]
Golijanin, Jelena [1 ]
Stewart, Patricia I. [1 ]
Choi, Eun Seo [1 ]
Gabbey, Alexis L. [1 ]
West, Michael S. [1 ]
Rousseaux, Sophie A. L. [1 ]
机构：
[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 26期
基金：
加拿大创新基金会; 加拿大自然科学与工程研究理事会;
关键词：
REDOX-ACTIVE ESTERS; DICARBOFUNCTIONALIZATION; STRATEGY; OLEFINS;
D O I：
10.1021/acs.orglett.4c01981
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An intermolecular nickel-catalyzed reductive 1,2-alkylarylation of acrylates with cyclopropylamine NHP esters and aryl iodides is reported. This operationally simple protocol provides direct access to 1-alkylcyclopropylamine scaffolds. The mild conditions are compatible with four-membered alpha-amino strained rings as well as five- and six-membered ring systems. The products undergo cyclization to access alpha-arylated spirocyclic gamma-lactams-a motif present in several pharmaceuticals.
引用
收藏
页码：5560 / 5565
页数：6
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