Table 3.
Conditions for the selective oxidative boron-Heck reaction with 2-cyclohexen-1-one 9 a
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|---|---|---|---|---|---|---|
| entry | mole ratio
|
Pd/ligand | T (°C) | time (h) | yield (%)d | |
| 7 | 9 | |||||
| 1b | 1 | 1.2 | 5 mol % | 23 | 16 | 61 |
| 2c | 1 | 1.2 | 10 mol % | 23 | 16 | 78 |
| 3c | 1 | 2 | 10 mol % | 23 | 16 | 80 |
| 4c | 1 | 2 | 10 mol % | 50 | 6 | 85 |
| 5c | 1 | 1.2 | 10 mol % | 50 | 6 | 65 |
All reactions were carried out with 7 (1.0 mmol) and various mole ratio of 2-cyclohexen-1-one in DMF (2.5 mL).
dmphen [2,9-dimethyl phenanthroline] (5.5 mol %).
dmphen [2,9-dimethyl phenanthroline] (11.0 mol %).
NMR yields.
