Synthesis of various pyrazolines 4a–ma.
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|---|---|---|---|---|
| Entry | R = | Ar = | Product | Yieldb (%) |
| 1 | 4-Me–C6H4– 1a | C6H5– 2a | 4a | 82 |
| 2 | 4-MeO–C6H4– 1b | C6H5– 2a | 4b | 73 |
| 3 | 3-MeO–C6H4– 1c | C6H5– 2a | 4c | 57 |
| 4 | C6H5– 1d | C6H5– 2a | 4d | 63 |
| 5 | 4-Br–C6H4– 1e | C6H5– 2a | 4e | 61 |
| 6 | 4-Cl–C6H4– 1f | C6H5– 2a | 4f | 58 |
| 7 | 4-F–C6H4– 1g | C6H5– 2a | 4g | 39 |
| 8 | 4-NO2–C6H4– 1h | C6H5– 2a | 4h | 24 |
| 9 | 2-NO2–C6H4– 1i | C6H5– 2a | 4i | 45 |
| 10 | 2-HO–C6H4– 1j | C6H5– 2a | 4j | 82 |
| 11 | CH3CH2CH2– 1k | C6H5– 2a | 4k | 86 |
| 12 | (CH3)2CH– 1l | C6H5– 2a | 4l | 58 |
| 13 | 4-Me–C6H4– 1a | 4-Me–C6H4– 2b | 4m | 82 |
A solution of aldehyde 1a–l (1.0 mmol) and arylhydrazine 2a, 2b (1.0 mmol) in CH3CN (1.0 mL) was treated with TfOH followed by styrene 3 (1.0 mmol) and stirred.
Isolated yield.