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A synthetic protocol for construction of 3‐benzoxepin skeleton through a silver‐catalyzed annulation/nucleophilic/ring‐expansion reaction of 2‐alkynylacetophenones with diazomethylphosphonates is described. This protocol provided a series of 1‐phosphonate‐3‐benzoxepin analogs in yields of 39%–95%. The resulting benzoxepins featuring halogen and phosphonate could be further transformed into other derivatives...