Oxidation of sulfides to sulfoxides and sulfones with 30% hydrogen peroxide under organic solvent- and halogen-free conditions

Citation
K. Sato et al., Oxidation of sulfides to sulfoxides and sulfones with 30% hydrogen peroxide under organic solvent- and halogen-free conditions, TETRAHEDRON, 57(13), 2001, pp. 2469-2476
Citations number
78
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
13
Year of publication
2001
Pages
2469 - 2476
Database
ISI
SICI code
0040-4020(20010326)57:13<2469:OOSTSA>2.0.ZU;2-2
Abstract
Aromatic and aliphatic sulfides are oxidized to sulfoxides or sulfones in h igh yield with 30% hydrogen peroxide under organic solvent- and halogen-fre e conditions. Dialkyl and alkyl aryl sulfides are cleanly oxidized to sulfo xides using aqueous hydrogen peroxide without catalysts. The best catalyst for the sulfone synthesis consists of sodium tungstate, phenylphosphonic ac id, and methyltrioctyl-ammonium hydrogensulfate. Go-existing primary or sec ondary alcohol or olefinic moieties are unaffected under such conditions. ( C) 2001 Elsevier Science Ltd. All rights reserved.