3112-93-4Relevant academic research and scientific papers
Synthesis of sulfone derivatives via palladium-catalyzed cross-coupling of benzyl trimethylammonium triflates and sulfonyl hydrazides
Luo, Jin,Wan, Juelin,Wang, Tao,Yu, Weijie
supporting information, (2021/12/31)
A palladium-catalyzed cross-coupling of benzyl trimethylammonium triflates and sulfonyl hydrazides for the synthesis of various benzyl sulfones is reported. This novel protocol shows widespread functional group tolerance, leading to the desired sulfones in moderate to excellent yields.
DABSO-based, three-component, one-pot sulfone synthesis
Deeming, Alex S.,Russell, Claire J.,Hennessy, Alan J.,Willis, Michael C.
supporting information, p. 150 - 153 (2014/01/23)
The addition of Grignard reagents or organolithium reagents to the SO 2-surrogate DABSO generates a diverse set of metal sulfinates, suitable for direct conversion to sulfone products. The metal sulfinates can be trapped in situ with a wide range of C-electrophiles, including alkyl, allyl, and benzyl halides, epoxides, and (hetero)aryliodoniums.
Sulfonated condensed polynuclear aromatic (S-COPNA)) resin catalyzed selective oxidation of sulfides to sulfoxides or sulfones using hydrogen peroxide
Shokrolahi, Arash,Zali, Abbas
experimental part, p. 454 - 460 (2012/04/17)
Sulfonated condensed polynuclear aromatic (S-COPNA) resin was found to be a highly efficient, environmentally friendly, recyclable heterogeneous catalyst for the oxidation of alkyl and aryl sulfides to the corresponding sulfoxides or sulfones, in good yields under mild reaction conditions using 30% hydrogen peroxide as an oxidant. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental resource: Synthesis of the S-COPNA resin catalyst. Spectroscopic data for compounds.
Highly atom-economic, catalyst- and solvent-free oxidation of sulfides into sulfones using 30% aqueous H2O2
Jereb, Marjan
supporting information, p. 3047 - 3052,6 (2020/09/16)
Highly atom-efficient oxidation of sulfides into sulfones under solvent- and catalyst-free reaction conditions using a 30% aqueous solution of H 2O2 at 75 °C is reported. A structurally diverse set of phenyl alkyl-, phenyl benzyl-, benzyl alkyl-, dialkyl-, heteroaryl alkyl- and cyclic sulfides were transformed into sulfones regardless of the aggregate state and electronic nature of the substituents. In spite of the heterogeneous reaction mixtures throughout the work, no difficulties with stirring and reaction progress were noted. In numerous cases, only 10 mol% excess of H 2O2 was used, thus contributing considerably to the high atom economy of the process. Some solid substrates required a variable excess of hydrogen peroxide; however, the reactions were performed strictly without organic solvents. The transformation was demonstrated to be amenable for scale-up with both liquid and solid sulfides. In addition, isolation and purification of the crude products can be simply done with only filtration and crystallization.
Oxidation of sulphides by molecular oxygen-aldehyde system in the absence of metal catalyst
Venkateshwar Rao,Sain, Bir,Kumar,Murthy,Prasada Rao,Joshi
, p. 319 - 326 (2007/10/03)
Molecular Oxygen/2-methylpropanal system provides a simple, efficient, and environmentally acceptable synthetic tool to convert sulphides to sulphones in near quantitative yields and to sulphoxides in high selectivity and good yields under ambient conditions.
Microbial oxidation of benzyl sulfides and bibenzyl by Mortierella isabellina and Helminthosporium species
Holland, Herbert L.,Rand, Cynthia G.,Viski, Peter,Brown, Frances M.
, p. 1989 - 1993 (2007/10/02)
The biotransformation of 1,2-diphenylethane by the fungus Mortierella isabellina ATCC 42613, and that of a series of alkyl benzyl sulfides by the fungi M. isabellina and Helminthosporium species NRRL 4671 have been studied.Mortierella hydroxylates 1,2-diphenylethane in low yield, giving (S)-1,2-diphenylethanol with an enantiomeric purity of 33percent.Bioconversions of deuterium-labelled and racemic 1,2-diphenylethanol by M. isabellina demonstrate that this organism performs reversible oxidation/reduction of the alcohol.Biotransformations of n-alkyl benzyl sulfides by H. species give predominatly the (S) enantiomer of sulfoxide, with no sulfone formation, but M. isabellina, although showing a general preference for the oxidation of alkyl benzyl sulfides to (R) sulfoxides, also generates sulfones from n-alkyl benzyl sulfides in a time-dependent manner that suggests a stereoselective removal of (R) sulfoxide.The latter microorganism can be used, however, for the production of (R)-benzyl methyl and benzyl isopropyl sulfoxides, and gives (S)-benzyl tert-butyl sulfoxide in low yield. Key words: biotransformation, enzymes, sulfoxides.
New Synthetic Methods 4 : Mild Onephase Oxidation of Sulfides and Sulfoxides to Sulfones
Scholz, Dieter
, p. 241 - 244 (2007/10/02)
The mild oxidation of sulfides and sulfoxides to sulfones with benzyltriethylammonium permanganate in organic solvents is described. - Keywords: Benzyltriethylammonium permanganate; Sulfides; Sulfones; Sulfoxides
