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

被引：280

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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页码：14220 / 14221

页数：2

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