Table 11. SMA catalysed synthesis of 4a–ia.
| ||||||
|---|---|---|---|---|---|---|
| Entry | R | Timeb (min) | Product | Yieldc (%) | M.P (°C) (observed) | M.P (°C) (reported) |
| 1 | –C6H5 | 80 | 4a | 98 | 203–205 | 203–204 (ref. 26) |
| 2 | 4-ClC6H4 | 85 | 4b | 94 | 233–235 | 230–232 (ref. 27) |
| 3 | 4-CNC6H4 | 90 | 4c | 89 | 215–217 | 217–218 (ref. 27) |
| 4 | 4-FC6H4 | 80 | 4d | 95 | 226–228 | 227–228 (ref. 27) |
| 5 | 4-OHC6H4 | 120 | 4e | 89 | 246–248 | 245–246 (ref. 26) |
| 6 | 4-NO2C6H4 | 85 | 4f | 90 | 224–226 | 224–226 (ref. 26) |
| 7 | 4-BrC6H4 | 90 | 4g | 93 | 241–243 | 240–241 (ref. 27) |
| 8 | 4-OMeC6H4 | 180 | 4h | 82 | 243–245 | 241–243 (ref. 27) |
| 9 | 3-OMe, 4-OMe, 5-OMeC6H2 | 240 | 4i | 78 | 185–187 | 186–188 (ref. 57) |
| 10 | 2-OMe, 5-OMeC6H2 | 80 | 4j | 80 | 173–175 | 172–174 (ref. 58) |
Reaction condition: aldehyde (1 mmol), dimedone (2 mmol) at 70 °C.
Reaction progress monitored by TLC.
Isolated yield.