Functionalization of inert bonds in arenes such as C_aryl−F and C_aryl−OMe has been a promising synthetic tool for accessing a variety of new organic substrates because C_aryl−F and C_aryl−OMe bonds are very stable so that they can be survived for last-stage functionalization of those bonds. Therefore, significant efforts have been put for selective functionalization of C_aryl−F and C_aryl−OMe bonds for the past decades. Our group has been developing cobalt catalysis that enables such a transformation. Recently, we reported the first cobalt-catalyzed borylation of C_aryl−F bond.1 Associated with the project, we successfully incorporate the methodology to functionalize C_aryl−F and C_aryl−OMe bonds with boryl and silyl groups. The details will be discussed. 1. Lim, S.; Song, D.; Jeon, S.; Kim, H.; Lee, S.; Cho, H.; Lee, B. C.; Kim, S. E.; Kim, K.; Lee, E. Org. Lett. 2018, 20, 7249.