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Organomagnesium Based Flash Chemistry: Continuous Flow Generation and Utilization of Halomethylmagnesium Intermediates

Timo von Keutz, David Cantillo, C. Oliver Kappe

2020Organic Letters32 citationsDOIOpen Access PDF

Abstract

The generation of highly unstable chloromethylmagnesium chloride in a continuous flow reactor and its reaction with aldehydes and ketones is reported. With this strategy, chlorohydrins and epoxides were synthesized within a total residence time of only 2.6 s. The outcome of the reaction can be tuned by simply using either a basic or an acidic quench. Very good to excellent isolated yields, up to 97%, have been obtained for most cases (30 examples).

Topics & Concepts

ChemistryContinuous flowFlash (photography)Residence time (fluid dynamics)Continuous reactorReaction conditionsChlorideOrganic chemistryFlow chemistryCombinatorial chemistryComputational chemistryCatalysisBiochemical engineeringVisual artsArtGeotechnical engineeringEngineeringInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and AnalysisAsymmetric Hydrogenation and Catalysis
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