Table 1. Catalyst Screening with 1-Bromo-3,5-dimethoxybenzene (1) and 3-Ethynylpyridine (2)^a.

entry	catalyst	3 (yield, %)b
1	Pd(PPh3)2Cl2, CuI	0c
2	P1	52
3	P2	75
4	P3	0
5	P4	57
6	P5	53
7	P6	0
8	P7	0
9	P8	27
10	P9	23
11	P10	63
12	P11	56
13	P12	0
14	P13	4
15	P14	1
16	P15	0
17	P6 with L1 (1:1)	84d
18	P7 with L1 (1:1)	78d
19	P2 with L1 (1:1)	71d
20	P2	2e

^aReaction conditions: 1 (0.5 mmol), 2 (0.8 mmol), cat. (.025 mmol), DABCO (1.0 mmol), THF (2.5 mL), rt for 18 h under argon atmosphere.

^bYield was determined by liquid chromatography/mass spectrometry (LC/MS) with pyrene as internal standard.

^cFollowed standard Sonogashira reaction procedure.

^dCatalyst and ligand stirred for 5 min prior to reagent addition.

^eWithout degassing using argon or nitrogen.