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Transition-metal-catalyzed C–H bond functionalization has attracted tremendous attention as an increasingly important protocol for the construction of C–C and C–X bonds. In particular, C–H bond functionalization assisted by the phosphorus-containing directing groups has made significant progress in the past few years. A series of valuable phosphorous compounds, especially phosphine ligands have been provided conveniently. This review comprehensively describes recent advances in transition-metal-catalyzed C–H bond functionalization assisted by the phosphorus-containing directing groups, highlights its potential applications in organic synthesis, and gives some insights into future advances.