Nickel-Catalyzed Formal Aminocarbonylation of Unactivated Alkyl Iodides with Isocyanides

被引:33
|
作者
Huang, Wenyi [1 ]
Wang, Yun [1 ]
Weng, Yangyang [1 ]
Shrestha, Mohini [1 ]
Qu, Jingping [1 ]
Chen, Yifeng [1 ]
机构
[1] East China Univ Sci & Technol, Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr, Key Lab Adv Mat & Joint Int Res Lab Precis Chem &, Shanghai 200237, Peoples R China
关键词
ATOM-TRANSFER CARBONYLATION; MIGRATORY INSERTION; ARYL; POLYMERIZATION; KETENIMINES; ACIDS;
D O I
10.1021/acs.orglett.0c01022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we disclose a Ni-catalyzed formal amin-ocarbonylation of primary and secondary unactivated aliphatic iodides with isocyanides to afford alkyl amide, which proceeds via the selective monomigratory insertion of isocyanides with alkyl iodides, subsequent beta-hydride elimination, and hydrolysis process. The reaction features wide functional group tolerance under mild conditions. Additionally, the selective, one-pot hydrolysis of reaction mixture under acid conditions allows for expedient synthesis of the corresponding alkyl carboxylic acid.
引用
收藏
页码:3245 / 3250
页数:6
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