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. 2015 Jun 9;54(29):8533–8537. doi: 10.1002/anie.201503373

Table 1.

Development of the catalytic aminofluorination reaction[a] Inline graphic

Entry Catalyst Solvent Yield [%][b]
1 [Cu(MeCN)4]BF4 CH2Cl2 65
2 [Pd(MeCN)4](BF4)2 CH2Cl2 50
3 [Ag(MeCN)4]BF4 CH2Cl2 46
4 AgBF4 CH2Cl2 58
5 CuCl CH2Cl2 0
6 Zn(BF4)2⋅x H2O CH2Cl2 75
7 Zn(BF4)2x H2O THF 40
8 Zn(BF4)2x H2O PhCH3 63
9 Zn(BF4)2x H2O CH3CN <5
10[c] Zn(BF4)2x H2O CH2Cl2 0
11 CH2Cl2 0

[a] Reaction conditions: 0.1 mmol of 2 a, Zn(BF4)2⋅XH2O (5 mol %) and 1 (1.1 equiv) was reacted in CH2Cl2 (0.5 mL) at RT. [b] Yield of the isolated product. [c] Fluoroiodine 1 was not added. THF=tetrahydrofuran.