Fig. 5: Summary of available mechanistic data for the cross-coupling of 3a.
From: N-Aminopyridinium reagents as traceless activating groups in the synthesis of N-Aryl aziridines
a Reversible halide-promoted aziridine opening, cross coupling, and aziridine reclosure are proposed to mediate C–N cross coupling of N-pyridinium aziridines. Consistent with this mechanism. b NiBr2 reacts with N-pyridinium aziridine 3a to generate ring-opened 6a and c exposure of ring-opened 6a to Ni(OTf)2 or Ni(BF4)2 affords arylated aziridine 5j. *Yields determined by 1H NMR spectroscopy.
