Mild and Efficient Deoxygenation
of Sulfoxides to Sulfides with Triflic Anhydride/Potassium
Iodide Reagent System

Kiumars Bahrami; Mohammad Mehdi Khodaei; Ahmad Karimi

doi:10.1055/s-2008-1067190

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Synthesis 2008(16): 2543-2546
DOI: 10.1055/s-2008-1067190

PAPER

Mild and Efficient Deoxygenation of Sulfoxides to Sulfides with Triflic Anhydride/Potassium Iodide Reagent System

Kiumars Bahrami*^a,b, Mohammad Mehdi Khodaei*^a,b, Ahmad Karimi^a
^a Department of Chemistry, Razi University, Kermanshah 67149, Iran
^b Nanoscience and Nanotechnology Research Center (NNRC), Razi University, Kermanshah 67149, Iran
Fax: +98(831)4274559; e-Mail: kbahrami2@hotmail.com; e-Mail: mmkhoda@razi.ac.ir;

Further Information

Publication History

Received 15 April 2008
Publication Date:
24 July 2008 (online)

Abstract
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Abstract

It was found that the combination of triflic anhydride/potassium iodide was an effective promoter for the deoxygenation of sulfoxides and gave the corresponding sulfides in excellent yield in acetonitrile at room temperature. It is worth mentioning that this reagent system is chemoselective and tolerates various functional groups, such as alkene, ketone, ester, aldehyde, acid, and oxime.

Key words

deoxygenation - sulfoxide - sulfide - chemoselective - triflic anhydride

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