Correlation Engine 2.0
Clear Search sequence regions

  • alkyl (1)
  • catalysis (1)
  • humans (1)
  • iodides (4)
  • reductants (1)
  • Sizes of these terms reflect their relevance to your search.

    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.


    Talia J Steiman, Junyi Liu, Amanuella Mengiste, Abigail G Doyle. Synthesis of β-Phenethylamines via Ni/Photoredox Cross-Electrophile Coupling of Aliphatic Aziridines and Aryl Iodides. Journal of the American Chemical Society. 2020 Apr 22;142(16):7598-7605

    Expand section icon Mesh Tags

    Expand section icon Substances

    PMID: 32250602

    View Full Text