Table 3. Radical Hydrofluorination of Unsaturated Substrates.
entry | substrate | product | yield (%) |
---|---|---|---|
1 | 1a | 2a | 64 |
2 | 1b | 2b | 64 |
3 | 1c | 2c | 70 |
4 | 1d | 2d | 65 |
5 | 10 | 23 | 54 |
6 | 11 | 24 | 0 (64)a |
7 | 16 | 25 | 84 |
8 | ent-16 | ent-25 | 88 |
9 | 17 | 26 | 75 |
10 | 18 | 27 | 63 |
11 | 19 | 28 | 81 |
12 | 20 | 29 | 73 |
13 | 21 | 26 | 62 |
14 | 22 | 30 | 91 |
Reaction carried out by increasing the molar equivalents of Fe(III) and Selectfluor and by the dropwise addition of a solution of NaBH4 (in 0.1 M NaOH).