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- Title
Visible-Light-Mediated Generation of Nitrogen-Centered Radicals: Metal-Free Hydroimination and Iminohydroxylation Cyclization Reactions.
- Authors
Davies, Jacob; Booth, Samuel G.; Essafi, Stephanie; Dryfe, Robert A. W.; Leonori, Daniele
- Abstract
The formation and use of iminyl radicals in novel and divergent hydroimination and iminohydroxylation cyclization reactions has been accomplished through the design of a new class of reactive O-aryl oximes. Owing to their low reduction potentials, the inexpensive organic dye eosin Y could be used as the photocatalyst of the organocatalytic hydroimination reaction. Furthermore, reaction conditions for a unique iminohydroxylation were identified; visible-lightmediated electron transfer from novel electron donor-acceptor complexes of the oximes and Et3N was proposed as a key step of this process.
- Subjects
NITROGEN spectra; IMINYL radicals; PHOTOCATALYSIS; CHARGE exchange; RING formation (Chemistry); ORGANOCATALYSIS
- Publication
Angewandte Chemie, 2015, Vol 127, Issue 47, p14223
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201507641