One Amine–3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow

Abstract: Owing 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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
One Amine–3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow ; volume:26 ; number:6 ; year:2020 ; pages:1363-1367 ; extent:5
Chemistry - a European journal ; 26, Heft 6 (2020), 1363-1367 (gesamt 5)

Urheber
Lefebvre, Quentin
Porta, Riccardo
Millet, Anthony
Jia, Jiaqi
Rueping, Magnus

DOI
10.1002/chem.201904483
URN
urn:nbn:de:101:1-2022060307374143163388
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:35 MESZ

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Beteiligte

  • Lefebvre, Quentin
  • Porta, Riccardo
  • Millet, Anthony
  • Jia, Jiaqi
  • Rueping, Magnus

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