Modern approaches for the conversion of C–H bonds to C–B bonds involve transition metal catalysts that have various advantages over traditional methods by using cheap and abundant hydrocarbon starting materials, reducing toxic by-products and streamlining the synthesis of biologically important molecules. Metal-catalyzed C–H borylation reactions that produce organoboronic esters are mostly focused on the functionalization of sp2 C–H bonds of heteroarenes and aromatic hydrocarbons. However, in this work the functionalization of sp3 C–H bonds is being explored. Borylation involving sp3 C–H bonds have been shown by Sawamura and co-workers with solid silica supported phosphine ligands offering a directing strategy where a metal center can accept donor directing groups. While this ligand generates highly active borylation catalysts, it requires a lot of steps in the synthesis of the ligand. In this work, easily synthesized homogeneous bidentate monoanionic ligands were tested for the borylation of sp3 C–H bonds. Herein is reported borylation of sp3 C–H bonds of N-methyl amide groups using [Ir(OMe)(cod)]2 as a precatalyst and B2pin2 as a commercially available boron source. Following the borylation of amide as a directing group, amidine molecules are being investigated.
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