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Efficient Synthesis of Unsymmetrical Disulfides through Sulfenic Acids

โœ Scribed by Maria Chiara Aversa; Anna Barattucci; Paola Bonaccorsi

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
421 KB
Volume
2009
Category
Article
ISSN
1434-193X

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โœฆ Synopsis

Unsymmetrical disulfides, some of which are biologically interesting, were prepared by the in situ generation of sulfenic acids from suitable sulfinyl precursors and their coupling with various thiols. This methodology represents an efficient and mild procedure to obtain disulfides in excellent yields. It allows the presence of base/acid and/or thermolabile functional groups in both the sulfenic acid and the thiol

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## Abstract The reaction of symmetric disulfides (I) with sulfuryl chloride gives sulfenyl chlorides, which are directly coupled with thiols (II) in the presence of water to yield unsymmetrical disulfides (III).