Comparison of the current catalyst with reported catalysts for the synthesis of 1,2,4,5-tetrasubstituted imidazole derivativesa.
Entry | Catalyst | Solvent | Temp. (°C) | Time (min) | Yieldb (%) | References |
---|---|---|---|---|---|---|
1 | BF3·SiO2 | Solvent-free | 140 | 120 | 92 | 50 |
2 | SiO2·NaHSO4 | Solvent-free | 140 | 120 | 92 | 51 |
3 | TiCl4·SiO2 | Solvent-free | 110 | 190 | 75 | 52 |
4 | PEG-400 | Solvent-free | 110 | 360 | 86 | 53 |
5 | Glycerol | Solvent-free | 90 | 180 | 96 | 54 |
6 | l-Proline in | MeOH | 60 | 540 | 78 | 10 |
7 | Fe3O4–PEG–Cu | Solvent-free | 110 | 55 | 96 | 55 |
8 | InCl3·3H2O | MeOH | 25 | 498 | 82 | 56 |
9 | DABCO | t-BuOH | 60 | 800 | 92 | 13 |
10 | K5CoW12O40·3H2O | Solvent free | 140 | 160 | 95 | 16 |
11 | [(CH2)4SO3HMIM][HSO4] | Solvent free | 140 | 120 | 94 | 57 |
12 | ZSM-11 zeolite | Solvent-free | 110 | 30 | 95 | Present |
Reaction conditions: benzil (1.0 mmol), aldehyde (1.0 mmol), aniline (1.0 mmol), NH4OAc (3.0 mmol), ZSM-11 zeolite catalyst of time 48 h (0.05 g).
Isolated yield.