Table 5.
Chemoselective Suzuki-Miyaura cross-coupling of 2-B(pin)-substituted allylic acetates with aryl iodides.
| |||||
|---|---|---|---|---|---|
| Entry | Acetate | Ar-I | Product | Yield (%)[a] | |
| 1 | 1a | Ph-I |
|
6a | 96 |
| 2 | 1a | 4-MeO-C6H4-I |
|
6b | 60 |
| 3 | 1a | 4-O2N-C6H4-I |
|
6c | 92 |
| 4 | 1b | Ph-I |
|
6d | 67 |
| 5 | 1d | Ph-I |
|
6e | 99 |
| 6 | 1d | 4-O2N-C6H4-I |
|
6f | 92 |
| 7 | 1f | Ph-I |
|
6g | 70[b] |
| 8 | 1f | 4-O2N-C6H4-I |
|
6h | 75[b] |
Yield of isolated and purified products.
The reaction was conducted at 75°C in THF/H2O (10:1).