Synthesis of the nitrone derivatives 3a–ja.
| Entry | Compound | Time (min) | Mp (oC) | Yieldb (%) |
|---|---|---|---|---|
| 1 |
|
30 | 180–182 | 89 |
| 2 |
|
30 | 228 | 85 |
| 3 |
|
40 | 212–214 | 86 |
| 4 |
|
25 | 241–242 | 91 |
| 5 |
|
25 | 260–262 | 85 |
| 6 |
|
40 | 201–204 | 85 |
| 7 |
|
25 | 210–212 | 95 |
| 8 |
|
35 | 187–188 | 93 |
| 9 |
|
25 | 188–190 | 95 |
| 10 |
|
35 | 189–190 | 91 |
Reaction conditions: 0.1 mmol 2-aminobenzimidazole (1) with 0.1 mmol of the aromatic aldehyde in the presence of 10 mol% Mn(NO3)2·6H2O in ethanol (5 mL), addition of m-CPBA (0.12 mmol) and room temperature.
Isolated yield.