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

Table 3.

Fluorocyclization by oxy- and carbofluorination using 1[a]

Entry Substrate Method t [h] Product Yield [%][b]
1 Inline graphic A 2 Inline graphic 62
2 Inline graphic A 1 Inline graphic 65
3 Inline graphic A 1 Inline graphic 60
4 Inline graphic B 8 Inline graphic 55
5 Inline graphic B 8 Inline graphic 60
6[c] Inline graphic B 8 Inline graphic 76
7 Inline graphic B 4 Inline graphic 60 (2:1)[d]

[a] Method A: 0.3 mmol of 4, Zn(BF4)2x H2O (5 mol %) and 1 (1.1 equiv) was reacted in CH2Cl2 (0.5 mL) at RT; Method B: 0.3 mmol of 6, [Cu(MeCN)4]BF4 (10 mol %) and 1 (1.5 equiv) was reacted in CH2Cl2 (0.5 mL) at 40 °C. [b] Yield of the isolated product. [c] The reaction was performed at RT. [d] The ratio of diastereomers was determined by 19F NMR analysis of the crude reaction mixture.