A Convenient Procedure for the Reduction of Sulfones to Sulfoxides |
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Authors: | Ian W J Still Sandor Szilagyi |
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Institution: | Department of Chemistry and Erindale , College University of Toronto Mississauga , Ontario, L5L 1C6, CANADA |
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Abstract: | Although there have been a relatively large number of publications recently dealing with the reduction of sulfoxides fo sulfides1,2 there are still very few general procedures for the reduction of sulfones to sulfides and none at all, as far as we are aware, for the reduction of sulfones to sulfoxides. In his paper dealing with the use of diisobutylaluminum hydride (DIBAL-H) for the reduction of sulfones to sulfides, for example, Gardner3 points out the inadequacies of the more readily available lithium aluminum hydride for this reduction. We have developed a two part procedure for reducing sulfones 1 to sulfoxides 2 which fills an important gap in the functional group interconversion of organosulfur compounds, the results of which we now describe. |
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