Photocatalytic Intramolecular C–H Amination Using N‑Oxyureas as Nitrene Precursors
journal contributionposted on 2020-08-05, 01:43 authored by Ryan A. Ivanovich, Dilan E. Polat, André M. Beauchemin
Nitrenes 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.