Synlett 2013; 24(15): 1927-1930
DOI: 10.1055/s-0033-1338966
letter
© Georg Thieme Verlag Stuttgart · New York

Efficient Synthesis of Functionalized Unsymmetrical Dialkyl Trisulfanes

Slawomir Lach
Department of Organic Chemistry, Chemical Faculty, Gdansk University of Technology, Narutowicza 11/12, 80-233 Gdansk, Poland   Fax: +48(58)3472694   eMail: [email protected]
,
Dariusz Witt*
Department of Organic Chemistry, Chemical Faculty, Gdansk University of Technology, Narutowicza 11/12, 80-233 Gdansk, Poland   Fax: +48(58)3472694   eMail: [email protected]
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Publikationsverlauf

Received: 22. Mai 2013

Accepted after revision: 27. Juni 2013

Publikationsdatum:
09. August 2013 (online)


Abstract

We have developed a convenient method for the synthesis of functionalized unsymmetrical dialkyl trisulfanes under mild conditions in very good yields. The designed method is based on the reaction of (5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)-disulfanyl derivatives with alkyl disulfanyl anions generated in situ from S-acetyl disulfanyl derivatives and sodium methoxide. The developed method allows for the preparation of unsymmetrical tri­sulfanes bearing additional hydroxyl, carboxyl, or amino functionalities on both sides of the trisulfane functionality.

Supporting Information

 
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