Novel class of tertiary phosphine ligands based on a phospha-adamantane framework and use in the Suzuki cross-coupling reactions of aryl halides under mild conditions

被引：84

作者：

Adjabeng, G

Brenstrum, T

Wilson, J

Frampton, C

Robertson, A

Hillhouse, J

McNulty, J

Capretta, A ^{[1
]}

机构：

[1] Brock Univ, Dept Chem, Inst Mol Catalysis, St Catharines, ON L2S 3A1, Canada

[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England

[3] Cytec Canada Inc, Niagara Falls, ON L2E 6T4, Canada

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 06期

关键词：

D O I：

10.1021/ol0341647

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new class of sterically hindered phosphines based on a phospha-adamantane framework is described. Arylation or alkylation of the 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phospha-adamantane system allows for the preparation of tertiary phosphines suitable for use in palladium-catalyzed cross-coupling reactions. For example, use of a catalytic system incorporating Pd-2(dba)(3) and 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phenyl-6-phosphaadamantane is shown to promote the Suzuki cross-coupling of aryl iodides, bromides, and activated chlorides with a variety of aryl boronic acids at room temperature in a few hours with high yields.

引用

页码：953 / 955

页数：3

共 27 条

[1] Mechanism of aryl chloride amination: Base-induced oxidative addition [J].