Extensive studies so far have indicated that chirality, anisotropic interactions and spatial confinement play important roles in collective dynamics in active matter systems. However, how the overall interplay of these crucial factors affects the novel phases and macroscopic properties remains less explored. Here, using Langevin dynamics simulations, we investigate the self-organization of a chiral active system composed of amphiphilic Janus particles, where the embedded anisotropic interaction orientation is assumed to be either the same or just opposite to the direction of active force. A wealth of dynamic phases are observed including formation of phase separation, clustering state, homogeneous state, spiral vortex flow, swarm and spatiotemporal oscillation. By tuning self-propelled angular speed and anisotropic interaction strength, we identify the non-equilibrium phase diagrams, and reveal the very non-trivial modulation of both vortex and swarm patterns. Intriguingly, we find that strong chirality-alignment-confinement coupling yields a self-driven spatial and temporal organization periodically oscillating between a counterclockwise vortex and a clockwise one. Our work provides a new understanding of the novel self-assembly arising in such a confined system and enables new strategies for achieving ordered dynamic structures.