利用新型涡轮格氏试剂改善卤镁交换反应。
Improving the Halogen-Magnesium Exchange by using New Turbo-Grignard Reagents.
机构信息
Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377, München, Germany.
出版信息
Chemistry. 2019 Feb 21;25(11):2695-2703. doi: 10.1002/chem.201803904. Epub 2018 Dec 17.
This Minireview describes the scope of the halogen-magnesium exchange. It shows that the use of the turbo-Grignard reagent (iPrMgCl⋅LiCl) greatly enhances the rate of the Br- and I-Mg exchange. Furthermore, this magnesium reagent allows the performance of a fast sulfoxide-magnesium exchange. Also, the use of sBuMgOR⋅LiOR (R=2-ethylhexyl) enables a Br-Mg exchange in toluene leading to various Grignard reagents in toluene. Additionally, the new exchange reagent sBu Mg⋅2 LiOR (R=2-ethylhexyl) further increases the rate of the halogen-magnesium exchange allowing one to perform a chlorine-magnesium exchange for aromatic chlorides bearing an ortho-methoxy substituent in toluene.
这篇综述描述了卤素-镁交换的范围。它表明，使用涡轮格氏试剂（iPrMgCl·LiCl）极大地提高了 Br-和 I-Mg 交换的速率。此外，这种镁试剂还允许进行快速的亚砜-镁交换。此外，使用 sBuMgOR·LiOR（R=2-乙基己基）可以在甲苯中进行 Br-Mg 交换，得到各种在甲苯中的格氏试剂。此外，新型交换试剂 sBu Mg·2LiOR（R=2-乙基己基）进一步提高了卤素-镁交换的速率，使得可以在甲苯中对带有邻甲氧基取代基的芳基氯进行氯-镁交换。
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