Table 1. Cu(II)-Mediated Oxidative Coupling of 1 with N-Nucleophilesa.
Reaction conditions for 2a−2g. Condition A: 1 (0.3 mmol), 2 (1.5 mmol), pyridine (6.0 mmol), Cu(OAc)2 (0.06 mmol), Na2CO3 (0.6 mmol), toluene (10 mL), O2 (balloon), 120−140 °C, 12−30 h. For 2h−2p. Condition B: 1 (0.3 mmol), 2 (1.5 mmol), pyridine (6.0 mmol), Cu(OAc)2 (0.6 mmol), Na2CO3 (0.9 mmol), toluene (10 mL), O2 (balloon), 120−140 °C, 12−30 h.
Yields correspond to isolated products.
Cu(OAc)2 (0.3 mmol).
2g (0.6 mmol), pyridine (1.5 mmol).
Yield of product 3h under condition A.