Palladium-Catalyzed E-Selective Oxidative Amination of Aromatic Amine with 3-Butenoic Acid

被引:5
|
作者
Liu, Qianqian [1 ]
Zhou, Zheng [1 ]
Huang, Zhibin [1 ]
Zhao, Yingsheng [1 ,2 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453000, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 21期
关键词
ALKENYL CARBONYL-COMPOUNDS; WACKER CYCLIZATION; ABUSE; AIR;
D O I
10.1021/acs.joc.3c01843
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed oxidative amination of inactive olefins with an aromatic amine was developed using a copper acetate oxidant to yield corresponding secondary and tertiary enamines in moderate to good yields. This new procedure outlines an efficient approach for the construction of enamine skeletons.
引用
收藏
页码:15350 / 15357
页数:8
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