Table 1.

Screening conditions for reaction optimization

Entrya,d	[Cu] cat.	Ligand	Solvent	Yield (%)
1	CuI	l-Proline	DMSO	65
2	CuBr	l-Proline	DMSO	55
3	Cu2O	l-Proline	DMSO	10
4	CuI	(CH2OH)2	DMSO	78
5	CuI	1,10-Phenanthroline	DMSO	94
6	CuI	DBU	DMSO	50
7	CuI	(CH2NHMe)2	DMSO	72
8	CuI	1,10-Phenanthroline	DMF	92
9	CuI	1,10-Phenanthroline	Dioxane	84
10	CuI	1,10-Phenanthroline	DMF	96b
11	CuI	1,10-Phenanthroline	DMF	94c

^aReaction conditions: 1 (0.17 mmol), allylamine (0.2 mmol), CuX (0.017 mmol), ligand (0.034 mmol), Cs₂CO₃ (0.34 mmol) in solvent (0.5 M) at 100 °C for 6 h.

^bMicrowave irradiation for 22 min at 140 °C.

^cMicrowave irradiation for 11 min at 150 °C.

^dOther bases were also investigated (DBU, K₂CO₃, Et₃N) but Cs₂CO₃ was preferred.