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. Author manuscript; available in PMC: 2012 Oct 21.
Published in final edited form as: Org Lett. 2011 Sep 20;13(20):5464–5467. doi: 10.1021/ol202174a

Table 1.

Optimization of Trifluoromethylation Reaction[a][b]

graphic file with name nihms326509t1.jpg

entry metal salt metal salt/
KF equiv
yield (%)
1 AgOAc 2/2 6
2 Ag2O 2/2 6
3 AgNO3 2/2 40
4 AgF 2/2 45
5 AgOTf 2/2 68
6 AgOTf 4/4 87
7 [c] AgOTf 4/0 0
8 [d] AgOTf 4/4 53
9 [CuOTf]2·C6H6 2/2 0
10 CuI 4/4 0
[a]

General conditions: C6H6 (20 equiv), TMSCF3 (1 equiv) in DCE at 85 °C for 24 h.

[b]

Yields determined by 19F NMR analysis.

[c]

No KF.

[d]

Conditions: C6H6 (1 equiv), TMSCF3 (5 equiv), AgOTf (4 equiv), KF (4 equiv) in DCE at 85 °C for 24 h.