Reactions of organomagnesates and aryl halides: Metalation and nucleophilic substitution

Reactions of organomagnesates and aryl halides: Metalation and nucleophilic substitution
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DOI:
10.1021/om030545c
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发表时间:
2004-02-02
期刊:
影响因子:
2.8
通讯作者:
Richey, HG
Richey, HG
中科院分区:
化学2区
文献类型:
--
作者:
Farkas, J;Stoudt, SJ;Richey, HG

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与乙醚中从R2Mg化合物和碱金属烷氧化物或四丁基溴化铵中得到的制剂中的芳基卤化物(ArX)反应生成ArH和ArR。ArH是由镁卤素交换产生的,ArR是由任何生成的。与R2Mg单独反应相比,类似的制剂与吡啶反应生成更多的取代产物,与2-环己烯-1- 1反应生成更多的1,4加成产物。
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.