Substrate scope for the 2-amino-4H-benzo[b]pyran derivativesa.
| ||||
|---|---|---|---|---|
| Entry | Products | Time (min) | Yieldb (%) | Mp (°C) |
| Found reported | ||||
| 1 |
|
15 | 95 | 229–231, 231–233 (ref. 47) |
| 2 |
|
12 | 89 | 212–214, 215–217 (ref. 47) |
| 3 |
|
12 | 91 | 216–217, 218–220 (ref. 47) |
| 4 |
|
7 | 96 | 223–225, 225–226 (ref. 47) |
| 5 |
|
7 | 95 | 178–180, 180–182 (ref. 47) |
| 6 |
|
30 | 90 | 221–223, 220–222 (ref. 47) |
| 7 |
|
35 | 89 | 201–203, 198–200 (ref. 47) |
| 8 |
|
12 | 88 | 192–194, 190–192 (ref. 47) |
| 9 |
|
30 | 90 | 221–223, 222–224 (ref. 47) |
| 10 |
|
35 | 93 | 180–182, 182–184 (ref. 47) |
| 11 |
|
15 | 92 | 152–154, 155–157 (ref. 47) |
| 12 |
|
20 | 89 | 212–214, 215–217 (ref. 47) |
| 13 |
|
15 | 92 | 216–218, 215–217 (ref. 47) |
| 14 |
|
7 | 91 | 223–225, 224–226 (ref. 47) |
| 15 |
|
20 | 89 | 178–179, 180–181 (ref. 47) |
| 16 |
|
20 | 90 | 246–248, 248–250 (ref. 47) |
Reaction conditions: various aldehydes (1 mmol), dimedone (1 mmol), malononitrile (1 mmol), catalysts (0.07 g) under the dry grinding method at room temperature.
Isolated pure yield.