MILD AND SELECTIVE OXYGENATION OF SULFIDES TO SULFOXIDES AND SULFONESBY PERFLUORO-CIS-2,3-DIALKYLOXAZIRIDINES

Citation
Dd. Desmarteau et al., MILD AND SELECTIVE OXYGENATION OF SULFIDES TO SULFOXIDES AND SULFONESBY PERFLUORO-CIS-2,3-DIALKYLOXAZIRIDINES, Journal of organic chemistry, 59(10), 1994, pp. 2762-2765
Citations number
51
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
59
Issue
10
Year of publication
1994
Pages
2762 - 2765
Database
ISI
SICI code
0022-3263(1994)59:10<2762:MASOOS>2.0.ZU;2-Q
Abstract
Sulfides are oxidized to sulfoxides by stoichiometric amounts of perfl uoro-cis-2,3-dialkyloxaziridines 2. The reactions proceed at -40 degre es C with nearly complete selectivity and very good yields. Sulfoxides are also oxidized easily by 2 under mild conditions to corresponding sulfones. The oxidation of some bioactive sulfides (promazine, albenda zole, biotin, and others) is also reported.