Catalytic metal-free Si-N cross-dehydrocoupling

被引:99
作者
Greb, Lutz [1 ]
Tamke, Sergej [1 ]
Paradies, Jan [1 ]
机构
[1] Karlsruhe Inst Technol, Inst Organ Chem, D-76131 Karlsruhe, Germany
关键词
B(C6F5)(3)-CATALYZED HYDROSILATION; BOND ACTIVATION; SILANES; HYDROSILYLATION; HETEROCYCLES; SILYLATION; ANILINES; INDOLES; SILICON; AMINES;
D O I
10.1039/c3cc49558b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The metal-free B(C6F5)(3) catalyzed dehydrocoupling of hydrosilanes with anilines, carbazoles and indoles is reported. For anilines and carbazoles the reaction proceeds by the liberation of H-2 as the sole Si-N coupling byproduct. Indoles react with diphenyl(methyl) hydrosilane to give N-silyl indolines with high diastereoselectivity (d.r. 10 : 1) in excellent yields. A mechanism for this Si-N coupling/hydrogenation sequence is proposed.
引用
收藏
页码:2318 / 2320
页数:3
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