Photoredox catalysis has experienced significant advances over the last decade to become a valuable tool for otherwise intractable transformations under mild conditions.^[1]  In this context, short and modular synthesis of diverse photocatalysts with different photochemical properties is an important instrument for the further development of the field. As a sustainable replacement for the precious-metal photoredox catalysts, aсridinium salts have emerged as valuable organic cationic photocatalysts due to their favorable photophysical features.^[2,3] We herein describe a new short two-step route to acridinium dyes comprising aryne-imine-aryne coupling combined with subsequent oxidation.^{[4, 5]}  This strategy was also applied for the preparation of a key tetrafluorinated acridinium salt which served as a linchpin intermediate for the late-stage diversification by nucleophilic aromatic substitution. Diverse acridinium derivatives were prepared with high yields using this methodology including aza-rhodols as a novel class of acridinium photocatalysts.^[6] The obtained photocatalysts were successfully applied for organocatalytic C-N cross-coupling. Furthermore, the modularity of the developed synthetic strategy allowed the preparation of the acridinium derivatives with efficient intersystem crossing that were suitable for the polyarene reduction and triplet-triplet upconversion.^[7]