Substrate scope of various coupling partners with α-ketoalkylsilyl peroxide 1aa.
| |||
|---|---|---|---|
| Entry | Coupling partner (F–H) | Product | Yieldb (%) |
| 1 |
|
|
91 |
| 2 |
|
|
9 (78)c |
| 3 |
|
|
19 (56)c,d,e |
| 4 |
|
|
<5f (66)d,g,h,i |
| 5 |
|
|
0 (43)d,g,h,j |
| 6 |
|
|
<5h (34)d,g,h |
Unless otherwise specified, the reactions were carried out in the presence of 1a (0.4 mmol), coupling partner (0.2 mmol), Fe(acac)3 (0.04 mmol), 1,10-phen (0.04 mmol) in DMSO (1 mL) at 40 °C for 4 h under argon atmosphere.
Isolated yield.
In DMF.
1,10-Phen ligand was not used.
Use of 14 (5 equiv.) at 80 °C for 24 h.
NMR yield using nitromethane as an internal standard.
FeSO4·7H2O was used instead of Fe(acac)3.
In DMF at 80 °C.
Use of 1a (0.2 mmol) and 16 (3.0 equiv.).
Use of 1a (0.2 mmol) and 18 (2.0 equiv.).