Table 3.
Tandem allylic substitution/Suzuki-Miyaura cross-coupling of 2-B(pin)-substituted allylic acetates.
| ||||||
|---|---|---|---|---|---|---|
| Entry | Allylic acetate | Nu−/NuH | Ar-X | Product | Yield (%)[a] | |
| 1 |
![]() 1a |
|
4-Me-C6H4-Br |
|
5a | 70 |
| 2 | 1a |
|
4-MeO-C6H4-Br | 5b | 65 | |
| 3 | 1a |
|
3-C5H3N-Br | 5c | 52 | |
| 4 |
![]() 1f |
|
Ph-I |
|
5d | 50 |
| 5 | 1f |
|
Ph-Br | 5d | 70 | |
| 6 | 1f |
|
4-MeO-C6H4-Br | 5e | 69 | |
| 7 | 1f |
|
4-O2N-C6H4-Br | 5f | 59 | |
| 8 | 1f | NaCH(CO2Me)2 | Ph-I | –[b] | ||
| 9 | 1f | NaCH(CO2Me)2 | Ph-Br |
|
5g | 51 |
| 10 |
![]() 1h |
NaCH(CO2Me)2 | Ph-Br |
|
5h | 61 |
Yield of purified and isolated products.
No cross-coupling product was observed, but 43% of 2h was isolated.


