Facile amine formation by intermolecular catalytic amidation of carbon-hydrogen bonds

被引：238

作者：

Fructos, Manuel R.

Trofimenko, Swiatoslaw

Diaz-Requejo, M. Mar

Perez, Pedro J.

机构：

[1] Univ Huelva, Lab Catalisis Homogenea, Dept Quim & Ciencia Mat, Unidad Asociada CSIC, Huelva 21007, Spain

[2] Univ Delaware, Dept Chem & Biochem, Newark, DE 19716 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 36期

关键词：

D O I：

10.1021/ja0627850

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple copper-based catalytic system has been developed for the carbon-hydrogen amidation reaction. The copper-homoscorpionate complex Tp(Br3)Cu(NCMe) catalyzes the transfer of the nitrene unit NTs (Ts = p-toluenesulfonyl) and its subsequent insertion into the sp(3) C-H bonds of alkyl aromatic and cyclic ethers or the sp(2) C-H bonds of benzene using Phl=NTs as the nitrene source, affording the corresponding trisubstitued (NRHTs)-H-1 amines in moderate to high yields. The use of the environmentally friendly chloramine-T has also proven effective, with the advantage that sodium chloride is formed as the only byproduct. A tandem, one-pot consecutive nitrene-carbene insertion system has been developed to yield amino acid derivatives.

引用

页码：11784 / 11791

页数：8

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