Palladium-Catalyzed Insertion of an Allene into an Aminal: Aminomethylamination of Allenes by C-N Bond Activation

被引：94
作者：
Hu, Jianhua [1 ]
Xie, Yinjun [2 ]
Huang, Hanmin [1 ,2 ]
机构：
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310024, Zhejiang, Peoples R China
[2] Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 28期
基金：
中国国家自然科学基金;
关键词：
allenes; aminals; C-N activation; diamines; palladium; ASYMMETRIC-SYNTHESIS; ALKENE DIAMINATION; DIFUNCTIONALIZATION; METAL; AMINOACETOXYLATION; DERIVATIVES; COMPLEXES; REDUCTION; ETHERS; IMINES;
D O I：
10.1002/anie.201403774
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new and atom-economic palladium-catalyzed aminomethylamination of allenes with aminals by C-N bond activation is described. This direct and operationally simple method provides a fundamentally novel approach for the synthesis of 1,3-diamines. Mechanistic studies suggest that a unique cationic pi-allylpalladium complex containing an aminomethyl moiety is generated as a key intermediate through the carbopalladation of the allene with a cyclometalated palladium-alkyl species.
引用
收藏
页码：7272 / 7276
页数：5
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