1048329-73-2Relevant academic research and scientific papers
One Amine–3 Tasks: Reductive Coupling of Imines with Olefins in Batch and Flow
Lefebvre, Quentin,Porta, Riccardo,Millet, Anthony,Jia, Jiaqi,Rueping, Magnus
, p. 1363 - 1367 (2020)
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.
Regioselective synthesis of γ-amino esters, nitriles, sulfones, and pyrrolidinones by nickel-catalyzed reductive coupling of aldimines and activated alkenes
Yeh, Chien-Hung,Korivi, Rajendra Prasad,Cheng, Chien-Hong
supporting information; experimental part, p. 4892 - 4895 (2009/02/08)
(Chemical Equation Presented) A couple of alternatives: An efficient method has been developed for the synthesis of γ-amino derivatives and pyrrolidinones from readily available starting materials by using a nickel-phenanthroline complex (see scheme). The reaction proceeds by the formation of a C-C bond at the β-carbon atom, instead of the more usual α-carbon atom, of a conjugated alkene via an azanickelacycle intermediate.
