This thesis outlines methods for accessing both C(sp2) and C(sp3) C-H bonds.C(Sp2)-B bonds are highly versatile and can be easily converted into C-C, C-N, and C-O bonds. Achieving selective access to para C-H bonds has been challenging due to the similar reactivity of meta and para bonds. This work introduces a method that creates an in-situ hydrogen-bonded steric shield to protect the ortho and meta positions, allowing access to the para C-H site. Furthermore, aryl Bpin compounds were demonstrated to undergo selective palladium-catalyzed Sarandeses-Sestelo coupling reactions with organoindium reagents. Additionally, a method for accessing sp3 C-H bonds is discussed. Borylating sp3 C-H bonds has traditionally been difficult and required large amounts of starting materials and reagents. This work presents an alternative strategy where sp2 C-H bonds are initially borylated using iridium catalysis, followed by hydrogenation using a bench stable catalyst to obtain saturated borylated compounds. Furthermore, this thesis includes a study investigating the mechanism of C-H borylation using a hydrazone ligand. Theoretical investigations were conducted to understand the mechanism of C- H borylation employing a hydrazone ligand.
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