In this Review, we address the recent advances in the elaboration of medicinally relevant oxygen benzofused heterocycles by palladium and copper catalyzed CÀ X activation of halo arene precursors. This attractive transformation has shown remarkable versatility and efficiency as a synthetic toolkit leading to the construction of numerous scaffolds with high structural diversity in an atom-economical manner. We covered recent examples that considered the application of this strategy using miscellaneous coupling partners and conditions. The haloarene motif has proven to be an exceptional candidate principally due to its availability and cost, and in this review, we showcase relevant and appropriate examples of its use in catalytic reactions leading to medicinally important targets.