Table 1.
entry | catalyst | X | Y | solvent | yield (%)b |
1 | PhCOOH | 1.5 | 10 | DCE | 50 |
2 | CF3COOH | 1.5 | 10 | DCE | 87 |
3 | p-TsOH.H2O | 1.5 | 10 | DCE | 90 |
4 | Sc(OTf)3 | 1.5 | 10 | DCE | 94 |
5 | Cu(OTf)2 | 1.5 | 10 | DCE | 94 |
6 | Zn(OTf)2 | 1.5 | 10 | DCE | 97 |
7 | AlCl3 | 1.5 | 10 | DCE | 76 |
8 | ZnCl2 | 1.5 | 10 | DCE | 95 |
9 | ZnCl2 | 1.5 | 10 | CH2Cl2 | 97 |
10 | ZnCl2 | 1.5 | 10 | CHCl3 | 95 |
11 | ZnCl2 | 1.5 | 10 | toluene | 94 |
12 | ZnCl2 | 1.5 | 10 | CH3CN | 96 |
13 | ZnCl2 | 1.5 | 10 | THF | 71 |
14 | ZnCl2 | 1.2 | 10 | CH2Cl2 | 97 |
15 | ZnCl2 | 1.0 | 10 | CH2Cl2 | 93 |
16 | ZnCl2 | 1.2 | 5 | CH2Cl2 | 95 |
17 | ZnCl2 | 1.2 | 2 | CH2Cl2 | 91 |
a1a (0.5 mmol), 2a (X equiv), catalyst (Y mol %), solvent (5 mL), room temperature, 24 h. bIsolated yield.