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. Author manuscript; available in PMC: 2016 Feb 5.
Published in final edited form as: Synlett. 2015;26(3):345–349. doi: 10.1055/s-0034-1379319

Table 1.

Catalyst Discovery for Direct Phenanthroline Trifluoromethylation

graphic file with name nihms750276t1.jpg

Entrya Catalyst Additive (equiv) Conversion
(%)b
Yield (%)c
1 none KF (3.0) <5 <5
2 CuI KF (3.0) <5 <5
3 CuBr2 KF (3.0) <5 <5
4 CuOAc KF (3.0) >95 72
5 Cu(OAc)2 KF (3.0) >95 75
6 Cu(TFA)2 KF (3.0) 78 56
7 Cu(OTf)2 KF (3.0) <5 <5
8 Cu(SO4)2 KF (3.0) <5 <5
9 Cu(OAc)2 none 100 58
10 Cu(OAc)2 KOAc (1.0) 100 78
11 Cu(OAc)2 KOAc (0.5)
AcOH (0.5)
100 80
a

Reactions were carried out under O2 at 40 °C, unless stated otherwise.

b

Conversions were determined by 1H NMR analysis with 1,3,5-trimethoxybenzene as an internal standard.

c

Isolated yield.