Cobalt(III)‐Catalyzed Alkylation of Primary C(sp3)–H Bonds with Diazo Compounds

Abstract

AbstractChelation‐assisted C(sp2)–H metalation/carbenoid insertion has been well investigated. However, the analogous carbene functionalization of C(sp3)–H bonds remains a great challenge. Here we report the first cobalt(III)‐catalyzed alkylation of 8‐methylquinolines with diazo compounds through primary C(sp3)–H cobaltation/carbenoid insertion. The reaction is highly efficient, scalable and tolerates a variety of functional groups. Furthermore, the unique protocol can be applied to the synthesis of azatricyclic antibiotic compounds.magnified image