Noncryogenic I/Br-Mg exchange of aromatic halides bearing sensitive functional groups using i-PrMgCl-bis[2-(N,N-dimethylamino)ethyl] ether complexes
Noncryogenic I/Br-Mg exchange of aromatic halides bearing sensitive functional groups using i-PrMgCl-bis[2-(N,N-dimethylamino)ethyl] ether complexes
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DOI：
10.1021/ol052704p
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发表时间：
2006-01-19
期刊：
影响因子：
5.2
通讯作者：
Senanayake, CH
中科院分区：
文献类型：
--
作者：
Wang, XJ;Sun, XF;Senanayake, CH
室温下，在双[2-（N，N-二甲氨基）乙基]醚存在下，碘代芳烃和溴代芳烃与异丙基氯化镁发生卤镁交换反应，得到相应的格氏试剂。使新形成的反应性格氏试剂与亲电试剂如硼酸三甲酯反应，以良好至优异的产率得到芳基硼酸。
Iodo- and bromoaromatics bearing sensitive carboxylic ester and cyano groups underwent a selective halide-magnesium exchange with isopropylmagnesium chloride at ambient temperature in the presence of bis[2-(N,N-dimethylamino)ethyl] ether to afford the corresponding Grignard reagents. The newly formed reactive Grignard reagents were allowed to react with electrophiles such as trimethylborate to afford arylboronic acids in good to excellent yields.