Highly regioselective palladium-catalyzed internal arylation of allyltrimethylsilane with aryl triflates

被引:64
作者
Olofsson, K [1 ]
Larhed, M [1 ]
Hallberg, A [1 ]
机构
[1] Univ Uppsala, Ctr Biomed, Dept Organ Pharmaceut Chem, SE-75123 Uppsala, Sweden
关键词
D O I
10.1021/jo980249n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Highly regioselective ligand-controlled Heck-arylation reactions of allyltrimethylsilane, delivering branched beta-products, were performed in moderate to good yields. The high preference for internal over terminal double-bond arylation suggests a contribution from the beta-cation-stabilizing effect of silicon. Microwave-promoted palladium-catalyzed coupling reactions proceeded with the same regioselectivity in six entries out of eight with the reaction times cut sharply down to 5-10 min.
引用
收藏
页码:5076 / 5079
页数:4
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