Synthesis of pyrano[2,3-c]pyrazoles from different aldehydes using Bentonite@MgFe2O4 @PGSA/Cua.
| ||||||
|---|---|---|---|---|---|---|
| Entry | Substrate | Product | Time (min) | Yieldb (%) | Melting point (°C) | |
| Measured | Literature | |||||
| 1 |
|
|
20 | 90 | 262–264 | 262–264 (ref. 42) |
| 2 |
|
|
20 | 92 | 82–83 | 82–83 (ref. 42) |
| 3 |
|
|
25 | 90 | 247–249 | 247–249 (ref. 43) |
| 4 |
|
|
20 | 94 | 240–242 | 240–242 (ref. 43) |
| 5 |
|
|
15 | 95 | 97–98 | 95–97 (ref. 43) |
| 6 |
|
|
10 | 98 | 243–245 | 244–245 (ref. 43) |
| 7 |
|
|
10 | 95 | 244–246 | 244–246 (ref. 43) |
| 8 |
|
|
10 | 98 | 258–260 | 259–261 (ref. 43) |
| 9 |
|
|
10 | 91 | 69–70 | 69–70 (ref. 42) |
| 10 |
|
|
10 | 95 | 211–212 | 212–213 (ref. 42) |
| 11 |
|
|
10 | 94 | 241–243 | 240–242 (ref. 42) |
| 12 |
|
|
15 | 93 | 224–226 | 226–228 (ref. 43) |
| 13 |
|
|
15 | 88 | 220–221 | 224–225 (ref. 43) |
Reaction conditions: benzaldehyde derivatives (1 mmol), ethyl acetoacetate (1 mmol), hydrazine hydrate (1 mmol), malononitrile (1 mmol); and Bentonite@MgFe2O4@PGSA/Cu (0.2 mol%) were stirred at room temperature.
Isolated yield.