Reductive coupling of aromatic sulfinate salts to disulfides

…, MA Reynolds, RT McDonald Jr…

Index: Pinnick, Harold W.; Reynolds, Michael A.; McDonald, Robert T.; Brewster, Wanda D. Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 930 - 932

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Citation Number: 14

Abstract

ArSOzM+ CH3CH20P (0) H2-ArSSAr(1) allowing a sulfinate salt to react with ethyl hypophosphite in dimethyl sulfoxide (Me2SO) overnight gives the corresponding disulfide (see Table I). For example, sodium benzenesulfinate is converted into phenyl disulfide in 64% yield. The reaction seems to be limited to aromatic sulfmate salts since all attempts to reduce aliphatic sulfinates4 did not yield clean products. Purification by distillation or ...