Starting from appropriately halogenated acylpyrroles, a wide range of reactive 4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐s‐indacene (BODIPY) derivatives can be obtained. The fluorescent dyes display excellent reactivity in nucleophilic aromatic substitution, transition‐metal‐catalyzed cross‐coupling and copper‐catalyzed cycloaddition to azides (click chemistry). The spectral properties of the starting and final difluoroboron dipyrromethenes are discussed as a function of their structure.