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. 2018 Aug 24;8(53):30071–30075. doi: 10.1039/c8ra05702h

Synthesis of various pyrazolines 4a–ma.

graphic file with name c8ra05702h-u2.jpg
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

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.

b

Isolated yield.