Table 1. Reaction Conditions for the Three-Component Petasis Reaction Using the Gewald Reaction Product 2a.
| entry | solvent | time (h) | conversion (%)a |
|---|---|---|---|
| 1b | CH2Cl2 | 24 | 24 |
| 2b | HFIP | 1 | 37 |
| 3b | MeCN | 6 | 13 |
| 4b | EtOH | 12 | trace |
| 5b | THF | 24 | trace |
| 6c | CH2Cl2 | 1 | 48 |
| 7c | HFIP | 1 | 63 |
Monitored by LC–MS.
Amine 2a and aldehyde 3a were stirred for 10 min before boronic acid 4a was added .
Simultaneous addition of all three components.
