Oxidative Pd(II)-Catalyzed C-H Bond Amination to Carbazole at Ambient Temperature

被引:508
作者
Jordan-Hore, James A. [1 ]
Johansson, Carin C. C. [1 ]
Gulias, Moises [1 ]
Beck, Elizabeth M. [1 ]
Gaunt, Matthew J. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1021/ja806543s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report a new Pd(II)-catalyzed C-H bond amination reaction to form carbazoles, an important motif that is prevalent in a range of systems. The catalytic amination process operates under extremely mild conditions and produces carbazole products in good to excellent yields, Carbazoles possessing complex molecular architecture can also be formed using this reaction, highlighting its potential in natural product synthesis applications. Preliminary mechanistic investigations reveal the reaction proceeds through a Pd(II)/Pd(IV) manifold and that reductive elimination from a high oxidation state Pd(IV) complex facilitates the mild conditions of this transformation.
引用
收藏
页码:16184 / +
页数:4
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