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A General Copper-based Photoredox Catalyst for Organic Synthesis: Scope, Application in Natural Product Synthesis and Mechanistic Insights

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Organic transformations can broadly be classified into four categories including cationic, anionic, pericyclic and radical reactions. While the last category has been known for decades to provide remarkably efficient synthetic pathways, it has long been hampered by the need for toxic reagents, which considerably limited its impact on chemical synthesis. This situation has come to an end with the introduction of new concepts for the generation of radical species, photoredox catalysis – which simply relies on the use of a catalyst that can be activated upon visible light irradiation – certainly being the most efficient one. The state-of-the-art catalysts mostly rely on the use of ruthenium and iridium complexes and organic dyes, which still considerably limits their broad implementation in chemical processes: alternative readily available catalysts based on inexpensive, environmentally benign base metals are therefore strongly needed. Furthermore, expanding the toolbox of methods based on photoredox catalysis will facilitate the discovery of new light-mediated transformations. This article details the use of a simple copper complex which, upon activation with blue light, can initiate a broad range of radical reactions.
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Keywords: COPPER CATALYSIS; COPPER(0); NATURAL PRODUCTS; PHOTOREDOX CATALYSIS; RADICALS

Document Type: Research Article

Affiliations: 1: Laboratoire de Chimie Organique Service de Chimie et PhysicoChimie Organiques Université libre de Bruxelles (ULB) Avenue F. D. Roosevelt 50, CP160/06, 1050 Brussels, Belgium 2: Laboratoire de Chimie Organique et Photochimie Service de Chimie et PhysicoChimie Organiques Université libre de Bruxelles (ULB) Avenue F. D. Roosevelt 50, CP160/08, 1050 Brussels, Belgium 3: Laboratoire de Chimie Organique Service de Chimie et PhysicoChimie Organiques Université libre de Bruxelles (ULB) Avenue F. D. Roosevelt 50, CP160/06, 1050 Brussels, Belgium;, Email: [email protected]

Publication date: 01 September 2018

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  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

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