Table 2. Optimization of the Synthesis of BIM 1 by the Reaction of 1 mmol of Indole with 0.6 mmol of Benzaldehyde at Various Conditions.
| entry | catalyst | catalyst amount (mg) | temperature (°C) | solvent | yield (%)a |
|---|---|---|---|---|---|
| 1 | PPhn@CH2Br | 5 | 25 | neat | 25 |
| 2 | PPy@CH2Br | 5 | 25 | neat | 40 |
| 3 | PPhn@CH2Br | 10 | 25 | neat | 50 |
| 4 | PPy@CH2Br | 10 | 25 | neat | 73 |
| 5 | PPhn@CH2Br | 10 | 40 | neat | 75 |
| 6 | PPhn@CH2Br | 10 | 60 | neat | 85 |
| 7 | PPy@CH2Br | 10 | 40 | neat | 83 |
| 8 | PPy@CH2Br | 10 | 60 | neat | 96 |
| 9 | Phn | 10 | 40 | neat | 20 |
| 10 | Py | 10 | 40 | neat | 25 |
| 11 | PPhn–C | 10 | 25 | neat | nrb |
| 12 | PPy–C | 10 | 25 | neat | nr |
| 13 | PPy@CH2OMe | 10 | 25 | neat | 35 |
| 14 | PPy@CH2OMe | 10 | 60 | neat | 68 |
| 15 | PPy@CH2Br | 10 | 60 | H2O | 50 |
| 16 | PPy@CH2Br | 10 | 100 | H2O | 50 |
| 17 | PPy@CH2Br | 10 | 60 | PEG-400 | 51 |
| 18 | PPy@CH2Br | 10 | 60 | glycerol | 48 |
| 19 | PPy@CH2Br | 10 | 60 | EG | 45 |
| 20 | PPy@CH2Br | 10 | 60 | toluene | 88 |
| 21 | PPy@CH2Br | 10 | 60 | benzene | 86 |
Isolated yields.
No reaction.
