Abstract: The palladium-catalyzed Heck/carbonylative tandem reaction serves as a significant extension of the Heck reaction in university chemistry education, offering an efficient approach for constructing complex ring systems and chiral quaternary carbon centers. The transformation pathway of the reactive acylpalladium intermediate crucially determines the mode and selectivity of carbon-carbon bond formation. This review focuses on two key termination patterns of the acylpalladium intermediate: C–H functionalization and transmetalation/reductive elimination with organometallic reagents, while summarizing relevant research advances, reaction mechanisms, and synthetic applications.

Key words: Heck/carbonylative cascade reaction, Acylpalladium intermediate, C–H functionalization, Transmetalation, Carbon-carbon bond formation