Indoline alkaloids possess remarkable biological activities, including anticancer, antimalarial, analgesic, and antiarrhythmic effects. Their scarce natural availability underscores the need for efficient synthetic approaches. Gold catalysts excel in activating pi-systems, enabling highly selective hydrofunctionalization and cyclization reactions. Over the last two decades, they have emerged as a powerful tool for constructing complex natural product core structures. Several research groups have recently developed gold-catalyzed strategies as powerful tools for constructing complex indoline frameworks via cyclization, alkylation, and dearomative cycloaddition. Despite notable progress, a comprehensive review of this topic remains absent. This review highlights recent advancements, mechanistic insights, and the pivotal role of gold catalysis in crafting biologically significant polycyclic bridged indoline scaffolds, offering a valuable resource for researchers in organic synthesis.