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. Author manuscript; available in PMC: 2015 Jul 1.
Published in final edited form as: Org Chem Front. 2014 Mar 25;1(5):468–472. doi: 10.1039/C4QO00057A

Table 1.

Development of the vanadium-catalyzed C—H fluorination reactiona

graphic file with name nihms-585791-f0002.jpg
Entry Catalyst loading Catalyst Fluorine source Yieldb
1 10 mol % V2O5 A 0%
2 20 mol % VO(OiPr)3 A 0%
3 20 mol % VO(OSiPh3)3 A 0%
4 20 mol % VOF3 A 0%
5 20 mol % V(O)SO4 A 0%
6 20 mol % VO2 A <5%
7 20 mol % Cp2VCl2 A <5%
8 20 mol % VF3 A <5%
9 20 mol % VBr3 A <5%
10 20 mol % V(acac)3 A 21%
11 10 mol % V2O3 A 73% (65%)c
12 20 mol % Cp2V A 13%
13 10 mol % V2O3 B 0%
14 10 mol % V2O3 C 0%
15 10 mol % V2O3 D 0%
16 10 mol % A 0%

graphic file with name nihms-585791-f0003.jpg
a

Conditions: 1 (0.2 mmol), catalyst (0.04 mmol, or 0.02 mmol for V2O5 and V2O3), Selectfluor (0.3 mmol), CH3CN (2 mL), 23 °C.

b

Based on crude 19F NMR spectra using C6H5F as the external standard.

c

Isolated yield in parenthesis.