One Amine-3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow
KAUST DepartmentChemical Science Program
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date2020-01-21
Print Publication Date2020-01-27
Permanent link to this recordhttp://hdl.handle.net/10754/661469
MetadataShow full item record
AbstractOwing to their wide range of biological properties, γ-aminobutyric acid derivatives (GABA) have been extensively studied and found noteworthy industrial applications. However, atom-economical and efficient processes for their production are scarce and would greatly benefit from further investigations. Herein, we demonstrate that an iridium-based photocatalyst promotes the direct reductive cross-coupling of imines with olefins upon irradiation with visible light to give GABA derivatives in good yields and selectivities. We also stress the enabling triple role of tributylamine additive in this process, discuss the advantages of strategies based on proton-coupled electron transfer (PCET) and demonstrate the scale-up of this reaction in continuous flow.
CitationLefebvre, Q., Porta, R., Millet, A., Jia, J., & Rueping, M. (2020). One Amine–3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow. Chemistry – A European Journal, 26(6), 1363–1367. doi:10.1002/chem.201904483
SponsorsR.P. thanks DAAD for a scholarship. The research leading to these results has received funding from the European Research Council under the European Union's Seventh Framework Programme (FP/2007-2013)/ERC Grant Agreement no. 617044 (SunCatChem).
Except where otherwise noted, this item's license is described as This is an open access article under the terms of Creative Commons Attribution NonCommercial License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.