Transition-metal-catalyzed C–H bond functionalization has become one of the most promising strategies to prepare complex molecules from simple precursors. However, the utilization of environmentally unfriendly oxidants in the oxidative C–H bond functionalization reactions reduces their potential applications in organic synthesis. This account describes our recent efforts in the development of a redox-neutral C–H bond functionalization strategy for direct addition of inert C–H bonds to unsaturated double bonds and a redox-green C–H bond functionalization strategy for realization of oxidative C–H functionalization with O₂ as the sole oxidant, aiming to circumvent the problems posed by utilizing environmentally unfriendly oxidants. In principle, these redox-neutral and redox-green strategies pave the way for establishing new environmentally benign transition-metal-catalyzed C–H bond functionalization strategies.