Substrate scope of the selective functionalization of various α-ketoalkylsilyl peroxides 1 with methacrylamide 7a.
| |||
|---|---|---|---|
| Entry | α-Ketoalkylsilyl peroxide 1 | Product 8 | Yieldb (%) |
|
|
||
| 1 | 1b (n = 1) | 8b | 77 |
| 2 | 1a (n = 2) | 8a | 95 |
| 3 | 1c (n = 3) | 8c | 90 |
| 4 | 1d (n = 4) | 8d | 84 |
| 5 |
|
|
65 |
|
|
||
| 6 | 1f (R = H) | 8f | 89 |
| 7 | 1g (R = Me) | 8g | 20 (15)c |
| 8 | 1g (R = Me) | 8g | 57d (40)c,d |
| 9 |
|
|
18 (0)c |
| 10 | 37e (43)c,e | ||
| 11 |
|
|
46 (99)e |
| 12 |
|
|
52 (86)e |
| 13 |
|
|
73 |
| 14 |
|
|
0 (27)f |
| |||
Unless otherwise specified, the reactions were carried out in the presence of 1 (0.4 mmol), 7 (0.2 mmol), Fe(acac)3 catalyst (0.04 mmol), 1,10-phen ligand (0.04 mmol) in DMSO (1 mL) at 40 °C for 4 h.
Isolated yield.
The yield of decarbonylation product 9g or 9h.
For 24 h.
For 12 h.
At 80 °C for 16 h.