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
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.
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页码:953 / 955
页数:3
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