Table 2.
| |||||
---|---|---|---|---|---|
entry | fluoride source | solvent | equiv | yield, % 8a+8a' | ratiob8a+8a' |
1 | TMAF•4H2O | DMF | 5 | 47 | 100:0 |
2 | TMAF•6H2O | DMF | 5 | 34 | 100:0 |
3 | BTMAF | DMF | 5 | 39 | 2:1 |
4 | BTMAF•6H2O | DMF | 5 | 49 | 6:1 |
5 | BTMAF•10H2O | DMF | 5 | 0 | - |
6 | TEAF•2H2O | DMF | 5 | 32 | 2:1 |
7 | TEAF•6H2O | DMF | 5 | 40 | 2:1 |
8 | TBAT | THF | 5 | 29 | 100:0 |
9 | TASF | THF | 5 | 22 | 100:0 |
10 | CsF | DMF | 5 | 0 | - |
Reaction conditions employed 0.25 mmol of 7 at 0.1 M.
Ratio determined by 1H NMR.