One pot multicomponent synthesis of pyrano[2,3-c]pyrazoles by sequential addition strategy using aldehydes, malononitrile and pyarazolinones in water–SDS–[BMIm]Br system.
| Entry | Aldehyde | Active methylene | Pyrazolone | Product | Time (mins) | Yield (%) |
|---|---|---|---|---|---|---|
| 1 |
|
|
|
|
40 | 96 (ref. 22c) |
| 2 |
|
|
|
|
50 | 95 (ref. 22c) |
| 3 |
|
|
|
|
50 | 94 (ref. 38) |
| 4 |
|
|
|
|
70 | 94 (ref. 22c) |
| 5 |
|
|
|
|
70 | 95 (ref. 22c) |
| 6 |
|
|
|
|
60 | 78 (ref. 27) |
| 7 |
|
|
|
|
40 | 96 (ref. 27) |
| 8 |
|
|
|
|
50 | 94 (ref. 27) |
| 9 |
|
|
|
|
50 | 94 (ref. 39) |
| 10 |
|
|
|
|
60 | 94 (ref. 27) |
| 11 |
|
|
|
|
70 | 94 (ref. 27) |
| 12 |
|
|
|
|
60 | 93 (ref. 27) |
| 13 |
|
|
|
|
120 | 92 (ref. 39) |
| 14 |
|
|
|
|
720 | 87new |
| 15 |
|
|
|
|
720 | 85new |
| 16 |
|
|
|
|
60 | 95 (ref. 40) |
| 17 |
|
|
|
|
60 | 94 (ref. 41) |
| 18 |
|
|
|
|
80 | 93 (ref. 40) |