Table 3. Optimization of Conditions for the Reaction of 4a and 2aa.
entry | Cu catalyst | base | solvent | yieldb (%) |
---|---|---|---|---|
1c,d | CuI | Cs2CO3 | DMF | 43 |
2d | CuI | Cs2CO3 | DMF | 47 |
3 | CuI | Cs2CO3 | DMF | 63 |
4 | CuBr | Cs2CO3 | DMF | 59 |
5 | CuCl | Cs2CO3 | DMF | 51 |
6 | Cu powder | Cs2CO3 | DMF | 28 |
7 | CuI | K2CO3 | DMF | 81 |
8 | CuI | K3PO4 | DMF | 77 |
9 | CuI | NaOtBu | DMF | 69 |
10 | CuI | K2CO3 | DMSO | 51 |
11 | CuI | K2CO3 | 1,4-dioxane | 42 |
Reaction conditions: 4a (0.3 mmol), 2a (0.6 mmol), Cu catalyst (0.06 mmol), base (0.9 mmol), solvent (3 mL), microwave irradiation (initial power, 100 W), 130 °C, 1 h, unless otherwise stated.
Isolated yield.
In the presence of l-proline (0.09 mmol).
CuI (0.03 mmol).