无金属催化的硅-氮交叉脱氢偶联。
Catalytic metal-free Si-N cross-dehydrocoupling.
机构信息
Institute for Organic Chemistry, Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 6, D-76131 Karlsruhe, Germany.
出版信息
Chem Commun (Camb). 2014 Mar 4;50(18):2318-20. doi: 10.1039/c3cc49558b. Epub 2014 Jan 21.
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 H2 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.
报道了无金属的 B(C6F5)3 催化的硅烷与苯胺、咔唑和吲哚的脱氢偶联反应。对于苯胺和咔唑，反应通过释放 H2 作为唯一的 Si-N 偶联副产物进行。吲哚与二苯基（甲基）硅烷反应，以高非对映选择性（d.r. 10:1）和优异的收率得到 N-硅基吲哚啉。提出了这种 Si-N 偶联/氢化序列的机理。
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