Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 8, Pages 4748-4753Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02358
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Funding
- European Union's Horizon 2020 research and innovation program under the Marie Sklodowska-Curie grant [641861]
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The scale up of light-induced nickel-catalyzed Negishi reactions is reported herein, with output rates reaching multigram quantities per hour. This level of throughput is suitable to support preclinical medicinal chemistry programs in late lead optimization, where tens of grams to hundreds of grams of final product is needed. Adjusting reaction times and concentrations was critical in achieving this robust output. This example demonstrates how visible photochemistry and use of solid metal reagent can be used and how the progress of the reaction can be followed by in-line NMR monitoring.
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