Chinese Journal of Applied Chemistry ›› 2015, Vol. 32 ›› Issue (11): 1253-1258.DOI: 10.11944/j.issn.1000-0518.2015.11.150124

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Copper Acetate Catalyzed Oxidative Coupling of Disulfides with Tetrahydrofuran

ZHOU Yun,LIU Hui,HE Yan,LI Aitao,TAO Liming()   

  1. Hu'nan Provincial Key Laboratory of Xiangnan Rare-Precious Metals Compounds Research and Application,Department of Chemistry and Life Science,Xiangnan University,Chenzhou,Hu'nan 423000,China
  • Received:2015-04-07 Accepted:2015-08-19 Published:2015-11-02 Online:2015-11-02
  • Contact: TAO Liming
  • Supported by:
    Supported by the Construct Programme of the Key Discipline in Hu'nan Province, the Science and Technology Department of Hu'nan Province Project(No.2012TP4021-3), Chenzhou Science and Technology Bureau Project(No.CZ2014038)

Abstract:

A new Cu(OAc)2-catalyzed oxidative coupling of disulfides with tetrahydrofuran for the synthesis of etherified sulfides has been developed. In the presence of Cu(OAc)2(10% molar fraction) and H2O2(35%, 2 equiv), a variety of disulfides(0.5 mmol) were treated with tetrahydrofuran(2 mL) at 120 ℃ to afford the corresponding etherified sulfides in moderate to high yields. This method employs 35% aqueous H2O2 as the green oxidant, and provides an efficient way for the formation of the C—S bonds.

Key words: copper acetate, disulfides, tetrahydrofuran, oxidative coupling reaction, H2O2