A practical flow synthesis of 1,2,3-triazoles
Dawid Drelinkiewicz, Richard J. Whitby
Abstract
-1,2,3-triazoles was established under continuous flow conditions using copper-on-charcoal as a heterogeneous catalyst. This methodology allowed for the synthesis of a diverse set of substituted 1,2,3-triazoles with good functional group tolerance and high yields. 2-Ynoic acids were also used as small-chain alkyne donors in a decarboxylation/cycloaddition cascade, allowing gaseous reagents to be bypassed, delivering desired triazoles in high yields. The developed methodology was used to synthesize an antiepileptic agent, rufinamide, which was obtained in 96% isolated yield.
Topics & Concepts
Yield (engineering)CycloadditionCombinatorial chemistryChemistryDecarboxylationAlkyneReagentFunctional groupCatalysisOrganic chemistryMaterials sciencePolymerMetallurgyClick Chemistry and ApplicationsInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and Analysis