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

Table 2.

Catalytic aminofluorination with 1[a]

Entry Substrate t [h] Product Yield [%][b]
1 Inline graphic 3 Inline graphic 75
2 Inline graphic 3 Inline graphic 73
3 Inline graphic 3 Inline graphic 82
4 Inline graphic 3 Inline graphic 84
5 Inline graphic 3 Inline graphic 84
6 Inline graphic 3 Inline graphic 71
7 Inline graphic 3 Inline graphic 72
8 Inline graphic 4 Inline graphic 62
9 Inline graphic 3 Inline graphic 62 (2:1)[c]
10[d] Inline graphic 9 Inline graphic 63 (>10:1)[c]
11[e] Inline graphic 5 Inline graphic 65 (>10:1)[c]
12 Inline graphic 6 Inline graphic 70
13 Inline graphic 3 Inline graphic 73
14 Inline graphic 4 Inline graphic 70

[a] 0.3 mmol of 2, Zn(BF4)2x H2O (5 mol %) and 1 (1.1 equiv) was reacted in CH2Cl2 (0.5 mL) at RT. [b] Yield of isolated product. [c] The ratio of diastereomers was determined by 19F NMR analysis of the crude reaction mixture. [d] Zn(BF4)2x H2O (10 mol %) in CH2Cl2 (0.3 mL) was used. [e] The reaction was performed at 40 °C. Ms=methanesulfonyl, Ns=4-nitrobenzenesulfonyl.