sp3 C-H bond arylation directed by amidine protecting group:: α-arylation of pyrrolidines and piperidines

被引：279
|
作者：
Pastine, Stefan J. [1 ]
Gribkov, Denis V. [1 ]
Sames, Dalibor [1 ]
机构：
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 44期
关键词：
D O I：
10.1021/ja064481j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new ruthenium-catalyzed direct sp3 C-H to C-C bond transformation is disclosed. Specifically, a method for the α-arylation of cyclic amines, containing either permanent (pyridine, pyrimidine) or removable (amidine) directing groups, is described. This cross-coupling reaction involves heating amine substrates with arylboronate ester at 150 °C in a ketone solvent with a catalytic amount of ruthenium carbonyl [Ru3(CO)12]. Arylboronate esters containing either electron-withdrawing or electron-donating substituents could be efficiently coupled. Heteroarene boronates were also effective donors. Copyright © 2006 American Chemical Society.
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收藏
页码：14220 / 14221
页数：2
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