通过有机镁酸根络合物进行的选择性卤素-镁交换反应。
Selective halogen-magnesium exchange reaction via organomagnesium ate complex.
作者信息
Inoue A, Kitagawa K, Shinokubo H, Oshima K
机构信息
Department of Material Chemistry, Graduate School of Engineering, Kyoto University,Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
出版信息
J Org Chem. 2001 Jun 15;66(12):4333-9. doi: 10.1021/jo015597v.
Halogen-magnesium exchange of various aryl halides is achieved with a magnesium ate complex at low temperatures. Tributylmagnesate (nBu3MgLi) induces facile iodine-magnesium exchange at -78 degrees C. Dibutylisopropylmagnesate (iPr(n)Bu2MgLi) is more reactive than nBu3MgLi, and this reagent accomplishes selective bromine-magnesium exchange at -78 degrees C. This procedure is utilized for the preparation of various polyfunctionalized arylmagnesium species. The exchange of alkenyl halides using this method proceeds with retention of configuration of the double bond.
在低温下，各种芳基卤化物可通过镁酸络合物实现卤素-镁交换。三丁基镁酸锂（nBu3MgLi）在-78℃下能引发碘-镁的轻松交换。二丁基异丙基镁酸锂（iPr(n)Bu2MgLi）比nBu3MgLi更具反应性，该试剂在-78℃下能实现选择性溴-镁交换。此方法用于制备各种多官能化芳基镁物种。使用该方法进行烯基卤化物的交换时，双键的构型得以保留。
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