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A convergent and diversity‐oriented approach to the unusual furo[2,3‐c]isoquinoline scaffold is presented. This serendipity‐driven approach is characterized by an Ugi multicomponent reaction, which gives the substrate for a palladium‐catalyzed insertion–alkynylation–cycloisomerization cascade to provide the furo[2,3‐c]isoquinolines in moderate to high yield. Upon UV excitation, all representatives...