Table 2. Optimization of the Perfluoroalkylation.
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% |
Yield determined by 19F NMR spectroscopy.
5 mol % n-Bu6Sn2 was used as additive.