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When all C–C breaks LO–Ose

Jeremy H. Dworkin, Brady W. Dehnert, Ohyun Kwon

2023Trends in Chemistry28 citationsDOIOpen Access PDF

Abstract

Organic peroxides are becoming popular intermediates for novel chemical transformations. The weak O-O bond is readily reduced by transition metals, including iron and copper, to initiate a radical cascade process that breaks C-C bonds. Great potential exists for the rapid generation of complexity, originating from the ability to couple the resulting free radicals with a wide range of partners. First, this review article discusses the history and synthesis of organic peroxides, providing the context necessary to understand this methodology. Then, it highlights 91 examples of recent applications of the radical functionalization of C-C bonds accessed through the transition metal-mediated reduction of organic peroxides. Finally, we provide some comments about safety when working with organic peroxides.

Topics & Concepts

RadicalContext (archaeology)Organic synthesisSurface modificationTransition metalChemistryCombinatorial chemistryCopperNanotechnologyOrganic chemistryMaterials scienceCatalysisHistoryPhysical chemistryArchaeologyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsOxidative Organic Chemistry Reactions
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