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. 2014 Dec 5;10:2892–2896. doi: 10.3762/bjoc.10.306

Table 1.

Optimization of the redox-neutral amination reaction.a

graphic file with name Beilstein_J_Org_Chem-10-2892-i001.jpg

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.