Table 1.

Optimization of synthesis of 4а.

Entry	Solvent	Catalyst (mol%)	Time, h	Temp., °C	Isolated Yield a
1.	DMSO	CuBr(10)	5	65	39
2.	DMSO	CuI(10)	5	65	48
3.	MeCN: DMSO—1:1	CuI(10)	8	60	56
4.	MeCN	CuI (10)	8	60	69
5.	MeCN	CuI (10)	10	60	71
6.	MeCN	CuI (5)	10	60	78

^a Conditions: 10-chlorocarvone (1 mmol), solvent (3 mL), NaN₃ (1.2 mmol), 60 °C 10 h, Et₃N (1.2 mmol), CuHal, N-propargylmorpholine.