Preparation of Diorganomagnesium Reagents by Halogen-Lithium Exchange of Functionalized Heteroaryl Halides and Subsequent in situ Trapping with MgCl2 center dot LiCl in Continuous Flow

Vicente Nishimura, Rodolfo Hideki; Weidmann, Niels and Knochel, Paul (2020): Preparation of Diorganomagnesium Reagents by Halogen-Lithium Exchange of Functionalized Heteroaryl Halides and Subsequent in situ Trapping with MgCl2 center dot LiCl in Continuous Flow. In: Synthesis-Stuttgart, Vol. 52, No. 20: pp. 3036-3046

Abstract

A halogen-lithium exchange in the presence of MgCl2 center dot LiCl on a broad range of heterocyclic scaffolds using a commercial flow set-up withnBuLi 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.

• Item Type: Journal article
• Faculties: Chemistry and Pharmacy > Department of Chemistry
• Subjects: 500 Science > 540 Chemistry
• ISSN: 0039-7881
• Language: English