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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 13
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Original Articles

Reductive Cleavage of S–S Bond by Zn/AlCl3 System: A Novel Method for the Synthesis of Sulfides from Alkyl Tosylates and Disulfides

Barahman Movassagh Department of Chemistry, K. N. Toosi University of Technology, P.O. Box 15875‐4416, Tehran, IranCorrespondence[email protected]
&
Amir Mossadegh Department of Chemistry, K. N. Toosi University of Technology, P.O. Box 15875‐4416, Tehran, Iran
Pages 2337-2343 | Received 26 Feb 2004, Published online: 30 Mar 2009
 
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Abstract

Alkyl and aryl disulfides are reduced by zinc powder in the presence of AlCl3 in aqueous media to yield zinc thiolates. These thiolate anion species then react with alkyl tosylates to give sulfides in high to excellent yields.

Acknowledgment

We thank the K. N. Toosi University of Technology Research Council for financial support.

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