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. Author manuscript; available in PMC: 2015 Jul 15.
Published in final edited form as: J Med Chem. 2011 Aug 17;54(18):6254–6276. doi: 10.1021/jm200570p

Scheme 5.

Scheme 5

Synthesis of (Z) and (E)-styryl benzyl sulfIdes from 4-methoxy-3-nitro benzylmercaptan and 2,4,6-trimethoxyphenyl acetylene and (E)-styryl benzyl sulfoxide and sulfonea

a Reagents and conditions: (a) Et3B-hexane, benzene, 25 °C, 2 h; (b) 1,1,1,3,3,3-hexafluoro-2-propanol, 30% H2O2, 25 °C, 2 h; (c) Acetone: water (2:1), sodium hydrosulfite, 50 °C, 30 min; (d) 30% H2O2, AcOH, rt, 24 h; (e) m-CPBA, CH2Cl2, 0 °C - rt, 3 h.