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. 2017 May 18;82(22):11703–11710. doi: 10.1021/acs.joc.7b00934

Table 2. Optimization of the Perfluoroalkylation.

graphic file with name jo-2017-00934h_0007.jpg

entry solvent base IRF (equiv) yielda
1 dioxane lutidine 2 80%b
2 MeCN lutidine 2 34%b
3 dioxane lutidine 2 66%
4 MeCN lutidine 2 41%b
5 CHCl3 lutidine 2 81%b
6 EtOAc lutidine 2 88%b
7 EtOAc lutidine 3 90%
8 EtOAc lutidine 4 83%
9 EtOAc lutidine 5 75%
10 EtOAc KOtBu 3 23%
11 EtOAc Cs2CO3 3 37%
12 EtOAc imidazole 3 89%
13 EtOAc NEt3 3 50%
a

Yield determined by 19F NMR spectroscopy.

b

5 mol % n-Bu6Sn2 was used as additive.