Table 4.
Reduction of 3-nitro (E)-styryl benzyl sulfone (16) to 3-amino (E)-styryl benzyl sulfone (22)
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---|---|---|---|---|---|
Entry | Catalyst | Solvent | Temp (°C) | Time (h) | Yielda (%) |
1 | Na2S2O4 | Acetone/water (2 : 1) | 50 | 1 | 20 |
2 | Zn | AcOH | 25 | 3 | 40 |
3 | RANEY® Ni/NH2NH2 | MeOH | 40 | 4 | 50 |
4 | Indium/NH4Cl | EtOH | 80 | 5 | 50 |
5 | SnCl2 | EtOH | 25 | 4 | 40 |
7 | Fe(0) | AcOH/MeOH (1 : 2) | 80 | 3 | 95 |
8b | 3% Pt/C (sulfided)/H2 | CH3CN | 60 | 3 | 74 |
Yield of isolated product.
Pt catalyst purchased from Evonik Degussa Corporation, KY, USA.