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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

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Author(s):
Vicente Nishimura, Rodolfo Hideki ; Weidmann, Niels ; Knochel, Paul
Total Authors: 3
Document type: Journal article
Source: SYNTHESIS-STUTTGART; v. 52, n. 20, p. 11-pg., 2020-10-16.
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. (AU)

FAPESP's process: 18/08856-5 - Metalations under flow conditions.
Grantee:Rodolfo Hideki Vicente Nishimura
Support Opportunities: Scholarships abroad - Research Internship - Doctorate