It has been a long time since C-H bond oxidations first attracted chemists' attention. In the last several decades, C-H bond oxidation has been extensively investigated and applied in chemistry. Transition-metal catalyzed C-H bond oxidative transformations presents one of the state-of-arts at the frontiers of chemistry. Iron, as a cheap, readily accessible metal, has already shown its unique utility. This review attempts to focus on C-H bond cleavage in oxidative transformation via iron catalysis, as well as applications in synthetic chemistry.