Simple, catalytic C(sp<sup>3</sup>)–H azidation using the C–H donor as the limiting reagent
James F. Hooson, Hai N. Tran, Kang‐Jie Bian, Julian G. West
Abstract
)-H azidation using iron or manganese catalysis and a nucleophilic azide source. All reagents are commercially available, the experimental procedure is simple, and we can use the C-H donor substrate as the limiting reagent, a challenge for many C-H azidation methods. Preliminary experiments are consistent with a hydrogen atom transfer (HAT)/radical ligand transfer (RLT) radical cascade mechanism and a wide variety of substrates can be azidated in moderate to high yields.
Topics & Concepts
ReagentSelectfluorCatalysisManganeseChemistryLimitingSimple (philosophy)Combinatorial chemistryOrganic chemistryMechanical engineeringPhilosophyEpistemologyEngineeringSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis