Tetrahedron Letters

Electrochemical transformation of diazonium salts into diaryl disulfides

F Barba, F Ranz, B Batanero

Index: Barba, Fructuoso; Ranz, Fernando; Batanero, Belen Tetrahedron Letters, 2009 , vol. 50, # 49 p. 6798 - 6799

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Citation Number: 19

Abstract

In this Letter we present a very easy, clean, and good-yielded synthesis of diaryl disulfides 2 by cathodic reduction of aryldiazonium fluoroborates 1(a–k) at the potential of their first reduction wave (−0.5 V vs Ag/Ag + ). The reaction proceeds in good yield, as summarized in Table 1. ... In previous papers, we have demonstrated that the aryldiazonium salts are easily reduced to the corresponding aryl radicals that can react with the solvent, acetonitrile, DMF, or 1,2- ...