Nickel-catalyzed reductive aminocarbonylation of vinyl triflates with nitro compounds for the synthesis of α,β-unsaturated amides

被引:29
作者
Huo, Yong-Wang [1 ]
Yao, Lingyun [1 ]
Qi, Xinxin [1 ]
Wu, Xiao-Feng [2 ,3 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Key Lab Surface & Interface Sci Polymer Mat Zheji, Hangzhou 310018, Zhejiang, Peoples R China
[2] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian Natl Lab Clean Energy, Dalian 116023, Liaoning, Peoples R China
[3] Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
来源
ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 24期
关键词
BOND FORMATION; ACRYLAMIDES; ACTIVATION; MO(CO)(6); ALKENES; HALIDES; OLEFINS; ALKYNES; AMINES;
D O I
10.1039/d1qo01508g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A nickel-catalyzed reductive aminocarbonylation reaction for the synthesis of alpha,beta-unsaturated amides has been described. By employing vinyl triflates and nitroarenes as readily available starting materials, a wide range of alpha,beta-unsaturated amide products were obtained in moderate to excellent yields with very good functional group tolerance in the absence of an external reductant. Notably, this is the first example of carbonylative synthesis of alpha,beta-unsaturated amides by applying a Ni/Mo(CO)(6) catalytic system with nitroarenes as promising nitrogen precursors. In addition, a late-stage modification of natural products was also achieved via this reductive aminocarbonylation approach.
引用
收藏
页码:6974 / 6978
页数:5
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