Table 2.

Scope of the reaction

entry	iodophenol	acetylene	aryl iodide	product	yielda (%)
1		5	6		91
2		5	6		92
3		5			53
4		5	6		84
5	15	5	13		60b
6	4		6		94
7	4		6		93
8	4		6		83
9	4		13		69c
10	4		6		traced
11	10		13		52
12	4		6		100
13	4		6		63e
14	4	5	PhI		87
15	4	5			53f
16	4	5			84
17	4	5			98
18	4	5			75
19	4	5			74
20	4	5			96
21	4	30			73
22	4	5			58
23	4	5			43
24	8				65
25					60
26		57	58		63
27	4	5			34

^aIsolated yields after column chromatography.

^bThis compound was prepared on a large scale and recrystallized, what might have contributed to the lower yield.

^c1.0 Equiv of alkyne was employed.

^dThe reaction afforded a complex mixture; for an alternative route to 27, see Scheme 2.

^e1.0 Equiv of alkyne was employed and the first step of the process was run at 60 °C.

^fThe second step of the process was conducted at 80 °C with the addition of 10 mol % Pd(PPh₃)₄.