Reactions of organomagnesates and aryl halides: Metalation and nucleophilic substitution

被引:31
|
作者
Farkas, J [1 ]
Stoudt, SJ [1 ]
Hanawalt, EM [1 ]
Pajerski, AD [1 ]
Richey, HG [1 ]
机构
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
关键词
D O I
10.1021/om030545c
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reactions with aryl halides (ArX) of preparations obtained in diethyl ether from an R2Mg compound and a cryptand, an alkali-metal alkoxide, or tetrabutylammonium bromide lead to ArH and ArR. ArH results from magnesium-halogen exchange, and ArR results from aryne formation. Reactions of similar preparations with pyridine lead to formation of larger amounts of substitution product, and those with 2-cyclohexen-1-one to larger amounts of 1,4-addition product, than do reactions of R2Mg alone.
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页码:423 / 427
页数:5
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