107779-48-6Relevant academic research and scientific papers
Synthesis of β-Phenethylamines via Ni/Photoredox Cross-Electrophile Coupling of Aliphatic Aziridines and Aryl Iodides
Steiman, Talia J.,Liu, Junyi,Mengiste, Amanuella,Doyle, Abigail G.
supporting information, p. 7598 - 7605 (2020/04/21)
A photoassisted Ni-catalyzed reductive cross-coupling between tosyl-protected alkyl aziridines and commercially available (hetero)aryl iodides is reported. This mild and modular method proceeds in the absence of stoichiometric heterogeneous reductants and uses an inexpensive organic photocatalyst to access medicinally valuable β-phenethylamine derivatives. Unprecedented reactivity was achieved with the activation of cyclic aziridines. Mechanistic studies suggest that the regioselectivity and reactivity observed under these conditions are a result of nucleophilic iodide ring opening of the aziridine to generate an iodoamine as the active electrophile. This strategy also enables cross-coupling with Boc-protected aziridines.
Arylbutyltellurides as precursors of dilithium arylthienylcyanocuprates in a straightforward approach to phenethylamine derivatives
Toledo, Fabiano T.,Cunha, Rodrigo L.O.R.,Raminelli, Cristiano,Comasseto, Jo?o V.
, p. 873 - 875 (2008/09/17)
The ring opening reaction of N-tosyl aziridines with dilithium arylthienylcyanocuprates generated from arylbutyltellurides produced phenethylamine derivatives in good to excellent yields.
