Bronsted acid-catalysed intramolecular hydroamination of unactivated alkenes: metal triflates as an in situ source of triflic acid

被引:32
作者
Chen, Junqi [1 ]
Goforth, Sarah K. [1 ]
McKeown, Bradley A. [1 ]
Gunnoe, T. Brent [1 ]
机构
[1] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA
基金
美国国家科学基金会;
关键词
UNFUNCTIONALIZED OLEFINS; INTERMOLECULAR HYDROAMINATION; MAGNESIUM COMPLEXES; PINCER COMPLEXES; AMINOALKENES; EFFICIENT; LIGANDS; SULFONAMIDES; HYDROALKOXYLATION; CARBOXAMIDES;
D O I
10.1039/c6dt04710f
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Hydroamination of alkenes or alkynes is one of the most straightforward methods to form C-N bonds and nitrogen-containing heterocycles. A simple Lewis acid Al(OTf)(3) was found to be an effective precatalyst for the hydroamination of unactivated primary and secondary alkenylamines between 110 and 150 degrees C. Subsequent studies show that other metal triflates are also effective precatalysts for the hydroamination reactions. For metal triflate salts, mechanistic studies, including kinetics, are consistent with the in situ generation of triflic acid, which likely serves as the active catalyst.
引用
收藏
页码:2884 / 2891
页数:8
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