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Photoredox-Driven Three-Component Coupling of Aryl Halides, Olefins, and O <sub>2</sub>

Mark C. Maust, Simon B. Blakey

2024ACS Catalysis15 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Modern organic synthesis requires methodologies that bring together abundant feedstock chemicals in a mild and efficient manner. To aid in this effort, we have developed a multicomponent radical hydroxyarylation reaction that utilizes aryl halides, olefins, and O 2 as the reaction components. Crucial to this advance was an oxidative, rather than a reductive, approach to aryl radical generation, which enables reaction tolerance to O 2 . This methodology displays a broad functional group tolerance with a variety of functionalized aryl halides and a broad array of olefins. Development of this methodology enables rapid access to biologically relevant hydroxyaryl products from simple, commercially available starting materials.

Topics & Concepts

ArylHalideChemistryCombinatorial chemistryComponent (thermodynamics)Functional groupCoupling reactionCatalysisOrganic chemistryAryl halideAlkylPhysicsThermodynamicsPolymerRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques