Cross-Dehydrogenative N–N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles
Pooja Y. Vemuri, Frédéric W. Patureau
Abstract
Nitrogen-nitrogen bond containing motifs are ubiquitous in bioactive compounds and organic materials. However, intermolecular hetero-selective N-H/N-H oxidative coupling reactions remain very challenging and largely unexplored. Here, we report an unprecedented, simple and hetero-selective cross-dehydrogenative N-N coupling of amides and benzotriazoles, utilizing only a hypervalent iodine species as the terminal oxidant. The scope and mechanistic investigations are discussed.
Topics & Concepts
Hypervalent moleculeChemistryIntermolecular forceNitrogenCombinatorial chemistryIodineCoupling (piping)Oxidative coupling of methaneOrganic chemistryMoleculeCatalysisMechanical engineeringEngineeringCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsCatalytic Cross-Coupling Reactions