Table 1. Screening of the Effect of Catalysts and Solventsa.
entry | catalyst | solvent | time (h) | yield (%) |
---|---|---|---|---|
1 | I2 | toluene | 5 | 85 |
2 | toluene | 12 | nr | |
3b | I2 | toluene | 7 | 83 |
4c | I2 | toluene | 7 | 70 |
5d | I2 | toluene | 7 | 85 |
6e | I2 | toluene | 7 | 65 |
7f | I2 | toluene | 7 | 85 |
8 | KI | toluene | 12 | nr |
9 | I2 | DCM | 7 | 67 |
10 | I2 | MeCN | 7 | 72 |
11 | I2 | 1,4-dioxane | 7 | 78 |
12 | I2 | DMSO | 10 | nr |
13 | I2 | DMF | 10 | nr |
14 | I2 | H2O | 7 | nr |
15 | I2 | MeOH | 7 | nr |
16 | I2 | EtOH | 7 | nr |
Reaction conditions: 1a (1.2 equiv), 2a (1 equiv), catalyst (5 mol %), solvent (2 mL), temp (40 °C), time (5 h), in air.
Temp (60 °C).
Catalyst (2 mol %).
Catalyst (10 mol %).
Room temperature.
N2 atmosphere.