Table 5. SMA catalysed multicomponent synthesis of 2a–ja.
| |||||||
|---|---|---|---|---|---|---|---|
| Entry | R | X, Y | Timeb (min) | Product | Yieldc (%) | M.P. (°C) (observed) | M.P. (°C) (reported) |
| 1 | 4-ClC6H4 | H, H | 10 | 2a | 85 | 221–225 | 222–224 (ref. 49) |
| 2 | 4-NO2C6H4 | H, H | 15 | 2b | 86 | 234–236 | 236–238 (ref. 49) |
| 3 | –C6H5 | H, H | 10 | 2c | 92 | 238–241 | 240–242 (ref. 49) |
| 4 | 3-MeC6H4 | H, H | 14 | 2d | 89 | 225–227 | 223–225 (ref. 49) |
| 5 | 4-OMeC6H4 | H, H | 15 | 2e | 89 | 191–193 | 190–192 (ref. 49) |
| 6 | 4-OHC6H4 | CH3, CH3 | 10 | 2f | 88 | 214–218 | 215–217 (ref. 49) |
| 7 | –C6H5 | CH3, CH3 | 15 | 2g | 93 | 235–237 | 234–236 (ref. 49) |
| 8 | 4-ClC6H4 | CH3, CH3 | 20 | 2h | 84 | 237–240 | 236–238 (ref. 49) |
| 9 | 4-NO2C6H4 | CH3, CH3 | 15 | 2i | 87 | 180–183 | 182–184 (ref. 49) |
| 10 | 4-CNC6H4 | CH3, CH3 | 15 | 2j | 88 | 228–230 | 230–232 (ref. 50) |
Reaction condition: aldehyde (1 mmol), malononitrile (1 mmol), dimedone (1 mmol) and SMA (1 mol%).
Reaction progress monitored by TLC.
Isolated yield.