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The development of divergent reactions is one of the most challenging issues in metal-catalyzed reaction chemistry. Changing existing reaction patterns to other patterns by tuning the catalyst system suggests a new elemental step in the catalytic cycle. In this regard, we investigated a catalyst system that enables a perfect switch between iminolactonization and olefination. The reaction of alpha-bromoamides and styrenes underwent iminolactonization (carbo-oxygenation), in which simultaneous C–C and C–O bond formation occurred in the presence of a copper catalyst and triethylamine as a base, whereas olefination occurred in the presence of a copper catalyst and piperidine as a base
