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. Author manuscript; available in PMC: 2018 May 12.
Published in final edited form as: Org Biomol Chem. 2013 Feb 6;11(12):1964–1977. doi: 10.1039/c3ob27220f

Table 4.

Reduction of 3-nitro (E)-styryl benzyl sulfone (16) to 3-amino (E)-styryl benzyl sulfone (22)

graphic file with name nihms964468u4.jpg
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
a

Yield of isolated product.

b

Pt catalyst purchased from Evonik Degussa Corporation, KY, USA.