Table 1.
| |||
---|---|---|---|
entry | alkyl halide | product | yield (%) |
1 |
1a |
72 | |
2 |
1b |
51 | |
3 |
2 |
59 | |
4 |
3 |
54 | |
5 |
4a |
27 | |
6 |
4a |
52 | |
7 |
5 |
52 | |
8 |
6 |
30 |
Reaction conditions: Halide (1.0 equiv), B2pin2 (1.5 equiv), CuI (10 mol %), PS-PPh3 (13 mol %), MeOLi (2.0 equiv), DMF ([halide] = 0.2 M), rt, 20 h then sat. aq KHF2 (4.0 equiv), THF, rt, 2 h.