Table 1.

Parameter screening in the alkynylation of 1 with phenylacetylene

Entry	Catalyst	T/°C	Solvent	Yield 2/%a
1	(CuOTf)2 toluene complex	50	THF	55
2	(CuOTf)2 toluene complex	50	MeCN	75
3	(CuOTf)2 toluene complex	50	Neat	26
4	(CuOTf)2 toluene complex	50	DCM	33
5	(CuOTf)2 toluene complex	100	Neat	n.c.
6	(CuOTf)2 toluene complex	100	MeCN	n.c.
7	CuBr	50	Neat	66
8	CuBr	50	DCM	53
9	CuBr	50	MeCN	55
10	CuBr	50	THF	51
11	CuBr	100	Neat	100
12	CuBr	100	MeCN	59
13	Cu(NO3)2·3H2O	50	Neat	80
14	Cu(NO3)2·3H2O	50	MeCN	61
15	Cu(NO3)2·3H2O	50	DCM	67
16	Cu(NO3)2·3H2O	50	THF	48
17	Cu(NO3)2·3H2O	100	Neat	72
18	Cu(NO3)2·3H2O	100	MeCN	37
19	CuCl	50	THF	70
20	CuCl	50	MeCN	86
21	CuCl	50	Neat	67
22	CuCl	50	DCM	65
23	CuCl	100	Neat	58
24	CuCl	100	MeCN	60
25	CuCN	50	MeCN	45
26	Fe(NO3)2·9H2O	50	MeCN	n.c.
27	Fe(NO3)2·9H2O	100	Neat	n.c.

Standard screening conditions: 0.4 mmol 1, 0.2 mmol phenylacetylene, 0.22 mmol t-BuOOH (~5.5 M solution in decane), 10 mol% catalyst, and 1 cm³ solvent, argon atmosphere

^aIsolated yield