Work

Visible‐Light‐Mediated Generation of Nitrogen‐Centered Radicals: Metal‐Free Hydroimination and Iminohydroxylation Cyclization Reactions

Year: 2015

Type: article

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-light-mediated electron transfer from novel electron donor-acceptor complexes of the oximes and Et3N was proposed as a key step of this process.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201507641

Authors: Jacob Davies, Samuel G. Booth, Stephanie Essafi, Robert A. W. Dryfe, Daniele Leonori

Institutions: University of Manchester, University of Bristol

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: University of Manchester, European Commission

Award: Harnessing Carboxylic Acids via ABC – Asymmetric Boronic acid-based Catalysis