Table 1.
| |||||
---|---|---|---|---|---|
Entry |
Solvent |
Base/additive |
3 a [%][b] |
4 a [%][b] |
Selectivity 3 a/4 a |
1 |
DMAc |
Cs2CO3 |
14 |
25 |
0.56 |
2 |
DMAc |
K3PO4 |
27 |
31 |
0.87 |
3 |
DMAc |
KOtBu |
45 |
12 |
3.75 |
4 |
DMAc |
NaOtBu |
57 |
19 |
3.00 |
5 |
DMAc |
NaH |
58 |
– |
– |
6 |
DMAc/DMAc[c] |
NaOMe |
63/73 |
15/27 |
5.25/2.70 |
7 |
DMAc |
K3PO4/TBACl |
9 |
46 |
0.19 |
8 |
DMAc[c] |
NaOMe/TBACl |
7 |
93 |
0.08 |
[a] 1 equiv.=0.5 mmol, Atmospheric conditions unless otherwise noted. MAc=dimethylacetamide. [b] Isolated yield. [c] Argon atmosphere.