ol0c02200_si_001.pdf (27.54 MB)
Download filePhotocatalytic Intramolecular C–H Amination Using N‑Oxyureas as Nitrene Precursors
journal contribution
posted on 2020-08-05, 01:43 authored by Ryan A. Ivanovich, Dilan E. Polat, André M. BeaucheminNitrenes are remarkable
high-energy chemical species that enable
direct C–N bond formation, typically via controlled reactions
of metal-stabilized nitrenes. Here, in contrast, the combined use
of photocatalysis with careful engineering of the precursor enabled
C–H amination forming imidazolidinones and related nitrogen
heterocycles from readily accessible hydroxylamine precursors. Preliminary
mechanistic results are consistent with the formation of free carbamoyl
triplet nitrenes as reactive intermediates.