Mangana(<scp>iii</scp>/<scp>iv</scp>)electro-catalyzed C(sp<sup>3</sup>)–H azidation
Tjark H. Meyer, Ramesh C. Samanta, Antonio Del Vecchio, Lutz Ackermann
Abstract
)-H bonds was accomplished using most user-friendly sodium azide as the nitrogen-source. The operationally simple, resource-economic C-H azidation strategy was characterized by mild reaction conditions, no directing group, traceless electrons as the sole redox-reagent, Earth-abundant manganese as the catalyst, high functional-group compatibility and high chemoselectivity, setting the stage for late-stage azidation of bioactive compounds. Detailed mechanistic studies by experiment, spectrophotometry and cyclic voltammetry provided strong support for metal-catalyzed aliphatic radical formation, along with subsequent azidyl radical transfer within a manganese(iii/iv) manifold.