Synthesis 2003(3): 0335-0336
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

Babak Karimi*, Daryoush Zareyee
Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), P. O. Box 45195-159, Gava Zang, Zanjan, Iran
Fax: +98(241)4249023; e-Mail: karimi@iasbs.ac.ir;
Further Information

Publication History

Received 1 October 2002
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.