A Versatile and Convenient Preparation of Unsymmetrical Diaryl Disulfides

Sebastian Demkowicz; Janusz Rachon; Dariusz Witt

doi:10.1055/s-2008-1067118

PAPER

A Versatile and Convenient Preparation of Unsymmetrical Diaryl Disulfides

Sebastian Demkowicz, Janusz Rachon, Dariusz Witt*
Department of Organic Chemistry, Chemical Faculty, Gdansk University of Technology, Narutowicza 11/12, 80952 Gdansk, Poland
Fax: +48(58)3472694; e-Mail: dwitt@chem.pg.gda.pl;

Abstract

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Abstract

We have developed a convenient method for the synthesis of unsymmetrical diaryl disulfides under mild conditions in excellent yields. The described method is based on the straightforward preparation of 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinane-2-sulfenyl bromide from readily available 5,5-dimethyl-2-sulfanyl-2-thioxo-1,3,2-dioxaphosphorinane or bis(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl) disulfide. The unsymmetrical diaryl disulfides can be obtained from aromatic thiol derivatives bearing electron-withdrawing or electron-donating groups.

Key words

unsymmetrical diaryl disulfides - sulfenyl bromide - aromatic thiols - arenes - heterocycles

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Referenzen

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