595-50-6Relevant academic research and scientific papers
Catalyst-free oxidation of sulfides to sulfoxides and diethylamine catalyzed oxidation of sulfides to sulfones using Oxone as an oxidant
Kupwade,Khot,Lad,Desai,Wadgaonkar
, p. 6875 - 6888 (2017/10/06)
Abstract: We describe here our journey from the failure of our attempts in controlled oxidation of sulfides to sulfoxides using an Oxone–KBr combination to our success in the development of a catalyst-free protocol for the oxidation of sulfides to sulfoxides using Oxone as an oxidant. We also describe the failure of our attempts at the oxidation of sulfides to sulfones using an excess of Oxone–KBr as well as Oxone, and our success towards the development of a rapid, scalable and chromatography-free protocol for the oxidation of sulfides to sulfones using diethylamine–Oxone as an unprecedented catalyst–oxidant combination.
Controlled oxidation of organic sulfides to sulfoxides under ambient conditions by a series of titanium isopropoxide complexes using environmentally benign H2O2 as an oxidant
Panda, Manas K.,Shaikh, Mobin M.,Ghosh, Prasenjit
experimental part, p. 2428 - 2440 (2010/06/18)
Controlled oxidation of organic sulfides to sulfoxides under ambient conditions has been achieved by a series of titanium isopropoxide complexes that use environmentally benign H2O2 as a primary oxidant. Specifically, the [N,N′-bis(2-oxo-3-R1-5-R2- phenylmethyl)-N,N′-bis(methylene-R3)-ethylenediamine]Ti(O iPr)2 [R1 = t-Bu, R2 = Me, R 3 = C7H5O2 (1b); R1 = R2 = t-Bu, R3 = C7H5O2 (2b); R1 = R2 = Cl, R3 = C7H 5O2 (3b) and R1 = R2 = Cl, R 3 = C6H5 (4b)] complexes efficiently catalyzed the sulfoxidation reactions of organic sulfides to sulfoxides at room temperature within 30 min of the reaction time using aqueous H2O 2 as an oxidant. A mechanistic pathway, modeled using density functional theory for a representative thioanisole substrate catalyzed by 4b, suggested that the reaction proceeds via a titanium peroxo intermediate 4c′, which displays an activation barrier of 22.5 kcal mol-1 (ΔG?) for the overall catalytic cycle in undergoing an attack by the S atom of the thioanisole substrate at its σ*-orbital of the peroxo moiety. The formation of the titanium peroxo intermediate was experimentally corroborated by a mild ionization atmospheric pressure chemical ionization (APCI) mass spectrometric technique. The Royal Society of Chemistry 2010.
Highly selective 30% hydrogen peroxide oxidation of sulfides to sulfoxides using micromixing
Noguchi, Takuya,Hirai, Yoshiro,Kirihara, Masayuki
scheme or table, p. 3040 - 3042 (2009/02/04)
The highly selective oxidation of sulfides to sulfoxides using 30% hydrogen peroxide has been achieved under catalyst-free conditions using a T-shaped micromixer. The Royal Society of Chemistry.
Oxygen activation on metallic centers and oxidizing abilities of such oxygen
Zaburdaeva, Elena A.,Dodonov, Viktor A.,Stepovik, Larisa P.
, p. 1265 - 1268 (2008/02/04)
It was shown that metallcontaining peroxides such as XOOOBu-t [X = (t-BuO)2Al, (t-BuO)3Ti] generate molecular oxygen in the electron-excited singlet state (1O2). These ozonides and η2-peroxocomplex Ph3Bi(η2O2) demonstrate high oxidative activity towards some classes of organic substances under mild conditions (20 °C).
N-methylpyrolidin-2-one hydrotribromide (MPHT) as a new and efficient reagent for the oxidation of sulfides to sulfoxides and sulfones
Joseph, Jomy K.,Jain, Suman L.,Sain, Bir
, p. 2743 - 2747 (2007/10/03)
The stable and crystalline N-methylpyrolidin-2-one hydrotribromide (MPHT) effects oxidation of various sulfides to sulfoxides and sulfones. Copyright Taylor & Francis Group, LLC.
Liquid-phase oxidation of sulfides by an aluminum (and titanium) tert-butoxide - tert-butyl hydroperoxide system
Dodonov,Zaburdaeva,Stepovik
, p. 1729 - 1734 (2007/10/03)
A system aluminum (and titanium) tert-butoxide-tert-butyl hydroperoxide (1 : 2) under mild conditions (20°C, 1 h) oxidizes aliphatic and alkylaromatic sulfides and diphenyl sulfide to the corresponding sulfones in yields close to ～100%. The oxidation is induced by electron-excited dioxygen formed upon thermal decomposition of intermediate metal-containing peroxy trioxides (ozonides). The latter are formed as a result of the reversible reaction of aluminum or titanium tert-butoxides with tert-butyl hydroperoxide followed by the interaction of di-tert-butoxy-tert-butylperoxyaluminum and tri-tert-butoxy-tert-butylperoxytitanium that formed with another Bu tOOH molecule. Alkminum-containing peroxide (ButO) 2AlOOBut oxidizes sulfides to sulfoxides.
An efficient method for the oxidation of organic sulfides to sulfones
Balicki, Roman
, p. 184 - 185 (2007/10/03)
Mild and safe oxidation of dialkyl-, diaryl- and alkyl-aryl sulfides (1a-m) to the corresponding sulfones (2a-m)by using urea-hydrogen peroxide/formic acid system is reported. Wiley-VCH Verlag GmbH, 1999.
A mild and efficient procedure for the oxidation of organic sulfides to sulfones by use of urea-hydrogen peroxide/trifluoroacetic anhydride system
Balicki, Roman
, p. 2235 - 2239 (2007/10/03)
Selective, mild and safe oxidation of dialkyl-, diaryl- and alkyl-aryl sulfides to the corresponding sulfones was achieved by using of urea- H2O2/trifluoroacetic anhydride system.
An efficient method for the oxidation of sulfides to sulfones
Su, Weiguo
, p. 4955 - 4958 (2007/10/02)
Ruthenium trichloride - sodium periodate is a highly efficient and powerful system for the oxidation of unreactive sulfides to sulfones.
