Phosphorus pentasulfide as a mild, selective reagent for the reduction of sulfoxides to sulfides
Open Access
- 15 May 1978
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 56 (10) , 1423-1428
- https://doi.org/10.1139/v78-233
Abstract
It bas been shown that phosphorus pentasulfide (P4S10) is a mild, effective reagent for the reduction of sulfoxides to sulfides and that this conversion can be achieved selectively in the presence of other reactive groups such as ketone, ester, amide, nitro, and halogen. Phosphorus pentasulfide also appears to be a promising reagent for reducing selenoxides but is ineffective in reducing sulfones, sulfinates, or sulfites. The mechanistic evidence presented indicates a probable four-centre (Wittig-like) intermediate or transition state for the reduction of sulfoxides by P4S10.Keywords
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