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, Email: karimiiasbs.ac.ir
B. Karimi, D. Zareyee, Synthesis, 2003, 335-336.
DOI: 10.1055/s-2003-37349
Abstract
Sodium borohydride in the presence of iodine in anhydrous THF converts various sulfoxides to their thioethers in excellent yields. A chemoselective deoxygenation of sulfoxides can be achieved in the presence of other reducible functional groups such as esters, nitriles and double bonds.
see article for more examples
B. Karimi, D. Zareyee, Synthesis, 2003, 1875-1877.
Key Words
deoxygenation of sulfoxides, reduction, sodium borohydride, iodine, sulfides
ID: J66-Y2003-1770