Table 3. Copper-catalyzed oxidative C–H/N–H coupling of other ketones and 2a.

For more attempts between other ketones and ethylenediamine, see table S6.

*Conditions: 1 (0.5 mmol), 2a (2.5 mmol), CuI (0.05 mmol), LiCl (1.0 mmol), DMA/Et₃N = 2:1 (1.5 ml), 120°C, 15 hours, under O₂ (1 atm). Isolated yields.

^†Twenty-four hours.

^‡CuI (30 mol%).

^||Nuclear magnetic resonance yield.