Regioselective functionalization of unreactive carbon-hydrogen bonds

被引：243

作者：

Daugulis, Olafs ^{[1
]}

Zaitsev, Vladimir G. ^{[1
]}

Shabashov, Dmitry ^{[1
]}

Pham, Quynh-Nhu ^{[1
]}

Lazareva, Anna ^{[1
]}

机构：

[1] Univ Houston, Dept Chem, Houston, TX 77204 USA

来源：

SYNLETT | 2006年 / 20期

关键词：

arylations; C-H activation; catalysis; cross-coupling; palladium;

D O I：

10.1055/s-2006-956468

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and general method for arylation of carbon-bydrogen bonds in compounds containing directing groups has been developed. Anilides, benzylamines, benzoic acids, 2-aryl and alkylpyridines can be arylated in ortho-positions by using a combination of substrate, aryl iodide, silver acetate and catalytic palladium acetate. The use of a pyridine-containing removable auxiliary ligand allows the arylation of beta-positions in carboxylic acid derivatives and gamma-positions in amine derivatives. Non-activated sp(3) carbon-hydrogen bonds are also reactive. A mechanistically distinct method for the alkenylation of anilides has also been developed. 1 Introduction 2 Concept Development and Initial Results 3 Expansion of Arylation Scope 4 Conclusion and Outlook

引用

页码：3382 / 3388

页数：7

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