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Synthesis 2003(3): 0335-0336
DOI: 10.1055/s-2003-37349
DOI: 10.1055/s-2003-37349
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Rapid, Efficient and Chemoselective Deoxygenation of Sulfoxides to Thioethers Using NaBH4/I2
Further Information
Received
1 October 2002
Publication Date:
19 February 2003 (online)
Publication History
Publication Date:
19 February 2003 (online)
Abstract
Sodium borohydride in the presence of iodine in anhydrous THF converts a range of structurally different sulfoxides to their thioethers in excellent yields. It has been found that chemoselective deoxygenation of sulfoxides can be achieved in the presence of other reducible functional groups such as esters, nitriles and double bonds.
Key words
sulfoxides - deoxygenation - reduction - NaBH4 - iodine - sulfides
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