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<i>N</i>-Oxide-to-Carbon Transmutations of Azaarene <i>N</i>-Oxides

Nicholas Falcone, Sam He, John Hoskin, Sandeep Mangat, Erik J. Sorensen

2024Organic Letters51 citationsDOI

Abstract

Reactions that change the identity of an atom within a ring system are emerging as valuable tools for the site-selective editing of molecular structures. Herein, we describe the expansion of an underdeveloped transformation that directly converts azaarene-derived N -oxides to all-carbon arenes. This ring transmutation exhibits good functional group tolerance and replaces the N -oxide moiety with either unsubstituted, substituted, or isotopically labeled carbon atoms in a single laboratory operation.

Topics & Concepts

ChemistryOxideCarbon fibersOrganic chemistryMaterials scienceComposite numberComposite materialChemical Reactions and MechanismsOrganic Chemistry Cycloaddition ReactionsChemical Reaction Mechanisms
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