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Preparation of Diorganomagnesium Reagents by Halogen–Lithium Exchange of Functionalized Heteroaryl Halides and Subsequent in situ Trapping with MgCl2·LiCl in Continuous Flow
Synthesis ( IF 2.2 ) Pub Date : 2020-06-29 , DOI: 10.1055/s-0040-1707167
Paul Knochel 1 , Rodolfo Hideki Vicente Nishimura 2 , Niels Weidmann 1
Affiliation  


These authors contributed equally.

In memory of Prof. Dr. Rolf Huisgen

Abstract

A halogen–lithium exchange in the presence of MgCl2·LiCl on a broad range of heterocyclic scaffolds using a commercial flow set-up with nBuLi as exchange reagent is reported. The resulting diheteroarylmagnesium species were subsequently trapped with various electrophiles, such as ketones, aldehydes, allylic bromides, or disulfides affording functionalized heterocycles. A scale-up was performed by simply increasing the run-time without further optimizations.



中文翻译:

卤代锂交换功能化杂芳基卤化物并随后用MgCl2·LiCl原位连续捕集制备二有机镁试剂


这些作者贡献相同。

纪念Rolf Huisgen教授

抽象

卤素-锂交换在氯化镁存在2 ·氯化锂在广泛杂环支架的使用商业流的建立与Ñ丁基锂作为交换试剂进行报告。随后用各种亲电试剂(例如酮,醛,烯丙基溴化物或二硫化物)捕获所得的二杂芳基镁物质,得到官能化的杂环。仅通过增加运行时间即可进行放大,而无需进一步优化。

更新日期:2020-06-30
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