The article discusses the development and application of bidentate, monoanionic auxiliaries in transition-metal-catalyzed carbon-hydrogen (C-H) bond functionalization reactions. These auxiliaries, particularly aminoquinoline and picolinic acid, have been shown to enhance the reactivity of unactivated sp³ and sp² C-H bonds under palladium, copper, iron, cobalt, nickel, and other transition metal catalysis. The use of these auxiliaries allows for the selective and efficient functionalization of C-H bonds, leading to the synthesis of complex natural products and drugs. The authors highlight the advantages of these methods, including the shortening of synthetic pathways, reduced chemical waste, and the ability to work with a wide range of substrates. They also discuss the limitations and future directions of this chemistry, emphasizing the need for more efficient first-row transition metal catalysts and simpler directing groups for direct C-H bond functionalization.The article discusses the development and application of bidentate, monoanionic auxiliaries in transition-metal-catalyzed carbon-hydrogen (C-H) bond functionalization reactions. These auxiliaries, particularly aminoquinoline and picolinic acid, have been shown to enhance the reactivity of unactivated sp³ and sp² C-H bonds under palladium, copper, iron, cobalt, nickel, and other transition metal catalysis. The use of these auxiliaries allows for the selective and efficient functionalization of C-H bonds, leading to the synthesis of complex natural products and drugs. The authors highlight the advantages of these methods, including the shortening of synthetic pathways, reduced chemical waste, and the ability to work with a wide range of substrates. They also discuss the limitations and future directions of this chemistry, emphasizing the need for more efficient first-row transition metal catalysts and simpler directing groups for direct C-H bond functionalization.