The article reviews the progress in rhodium-catalyzed chelation-assisted C-H bond functionalization reactions, highlighting the development of methods for the efficient functionalization of sp² C-H bonds using chelating directing groups. The authors discuss the advantages of this approach, including broader substrate scope, improved selectivity, and reduced dependence on the inherent stereoelectronics of the substrate. They detail the use of Rh(I) and Rh(III) catalysts in various applications, such as intramolecular annulations, enantioselective intramolecular alkylation, and the synthesis of complex molecules like natural products and drug candidates. The review also explores the reactivity of olefins and the challenges and opportunities in extending the scope of these reactions. The authors emphasize the potential of these methods in organic synthesis, particularly in the context of total synthesis and the synthesis of biologically relevant molecules.The article reviews the progress in rhodium-catalyzed chelation-assisted C-H bond functionalization reactions, highlighting the development of methods for the efficient functionalization of sp² C-H bonds using chelating directing groups. The authors discuss the advantages of this approach, including broader substrate scope, improved selectivity, and reduced dependence on the inherent stereoelectronics of the substrate. They detail the use of Rh(I) and Rh(III) catalysts in various applications, such as intramolecular annulations, enantioselective intramolecular alkylation, and the synthesis of complex molecules like natural products and drug candidates. The review also explores the reactivity of olefins and the challenges and opportunities in extending the scope of these reactions. The authors emphasize the potential of these methods in organic synthesis, particularly in the context of total synthesis and the synthesis of biologically relevant molecules.