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Photocatalytic Intramolecular C-H Amination Using N-Oxyureas as Nitrene Precursors

Ryan A. Ivanovich, Dilan E. Polat and André M. Beauchemin*

*Centre for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, Ontario K1N 6N5, Canada, Email: abeaucheuottawa.ca

R. A. Ivanovich, D. E. Polat, A. M. Beauchemin, Org. Lett., 2020, 22, 6360-6364.

DOI: 10.1021/acs.orglett.0c02200 (free Supporting Information)


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Abstract

The combined use of photocatalysis with careful engineering of the substrate enables 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.


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Key Words

imidazolidinones, photochemistry


ID: J54-Y2020