22865-49-2Relevant academic research and scientific papers
Preparation method for sulfoxide compound
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Paragraph 0004; 0036; 0037, (2019/04/10)
The invention discloses a preparation method for a sulfoxide compound and belongs to the technical field of catalysis. The invention provides a new green and environment-friendly method for efficiently synthesizing the sulfoxide compound. Under the action of catalyst, thiophenol, aryl diazonium compound and oxidizing agent are directly oxidized into the sulfoxide compound under the condition of light radiation, wherein cercosporin is served as the catalyst. According to the method disclosed by the invention, cercosporin is served as the catalyst; catalyzing condition is mild; catalysis can beperformed under room temperature and radiation of visible light; catalytic activity of catalyst is high; the catalyst can high-selectively catalyze synthesis of sulfoxide compound; with a trace amountof catalyst, yield can reach up to above 70%. The preparation method disclosed by the invention has the advantages of simple and easily acquired photocatalyst and substrate raw materials, environmental protection, low cost, large batch production and bright application prospect.
Efficient organic transformations mediated by ZrOCl28H 2O in Water
Jafarpour, Maasoumeh,Rezaeifard, Abdolreza,Heidari, Mahdieh
experimental part, p. 1470 - 1482 (2011/10/05)
Operationally simple and environmentally benign methods for some organic transformations comprising reductive coupling of sulfonyl chlorides, chemoselective deoxygenation of sulfoxides, and halogenation of alcohols mediated by ZrOCl28H2O/MX in water have been developed.
Aryl sulfoxides from aliyi sulfoxides via [2,3]-sigmatropic rearrangement and domino Pd-catalyzed generation/ arylation of sulfenate anions
Bernoud, Ellse,Le Duc, Gaetan,Bantrell, Xavier,Prestat, Guillaume,Madec, David,Poll, Giovanni
supporting information; experimental part, p. 320 - 323 (2010/03/24)
(Figure presented) Allylic sulfoxides, via [2,3]-sigmatropic rearrangement and oxidative addition of the resulting allylic sulfonate esters to Pd(0), are found to be excellent precursors of sulfenate anions. This hitherto unknown reactivity is applied in a new Pd(0)-catalyzed domino sequence involving sulfonate anion generation followed by arylation to afford aryl sulfoxides.
Selective deprotection of phenolic polysulfonates
Chapman, Erin E.,Langler, Richard F.
experimental part, p. 19 - 26 (2010/10/04)
Nosylates of phenols can be selectively deprotected by thiocresol anions in DMSO. Successful deprotection can be accomplished in molecules containing aryl-appended halides, ethers, aldehydes, alkanesulfonates or arylsulfonates. Nosylate deprotection is accomplished by the CS bond rupture which is believed to proceed by nucleophilic aromatic substitution.
Aryl sulfoxides via palladium-catalyzed arylation of sulfenate anions
Maitro, Guillaume,Vogel, Sophie,Prestat, Guillaume,Madec, David,Poli, Giovanni
, p. 5951 - 5954 (2007/10/03)
(Chemical Equation Presented) Palladium-catalyzed arylation of sulfenate anions generated from β-sulfinyl esters can take place under biphasic conditions. This hitherto unknown reaction provides a simple, mild, and efficient route to aryl sulfoxides in good yields. The development of a new pseudo-domino type I procedure involving a sulfinylation followed by a Mirozoki-Heck coupling is also described.
Kinetics and mechanism of oxygenation of aromatic sulfides and arylmercaptoacetic acids by peroxomonophosphoric acid
Thenraja, Duraisamy,Subramaniam, Perumal,Srinivasan, Chockalingam
, p. 4283 - 4290 (2007/10/03)
The oxygenation of aryl methyl sulfides and diaryl sulfides by peroxomonophosphoric acid in acetonitrile-water mixture follows an overall second-order kinetics, first-order in each reactant. The study of the influence of [H+] on the oxidation of phenyl methyl and diphenyl sulfides reveals that H2PO5- and HPO52- are the oxidising species in the oxidation process. In substituted phenyl methyl sulfides and diphenyl sulfides, the rate of oxygenation is accelerated by electron-donating substituents and retarded by electron-withdrawing groups, indicating the nucleophilic displacement by the sulfide sulfur on the peroxide oxygen. The negative ρ value obtained in the correlation analysis of rate constants with σ constants also shows the formation of a more positively charged sulfur species in the rate-limiting step. Studies with different alkyl phenyl sulfides (C6H5SR; R=Me, Et, Pri or But) indicate that the rate is retarded by bulky R groups. Similar kinetic results are also obtained in the peroxomonophosphoric acid oxidation of sodium phenylmercaptoacetate. On the basis of the kinetic studies, a common mechanism has been proposed.
Kinetics and mechanism of oxidation of aromatic sulfides and arylmercaptoacetic acids by N-chlorosuccinimide
Thenraja, Duraisamy,Subramaniam, Perumal,Srinivasan, Chockalingam
, p. 2125 - 2129 (2007/10/03)
Kinetic measurements of the oxidation of divalent organic sulfur compounds by N-chlorosuccinimide in acetonitrile-water mixture at constant [H+] show that the reaction is first order in both the oxidant and the organic sulfur compound. While th
CONVENIENT ONE-POT SYNTHESIS OF ARENESULFINAMIDES: REACTIONS OF 4-NITROPHENYL SUBSTITUTED PHENYL SULFOXIDES WITH ELEMENTAL SULFUR IN LIQUID AMMONIA
Sato, Ryu,Chiba, Shuji,Takikawa, Yuji,Takizawa, Saburo,Saito, Minoru
, p. 535 - 538 (2007/10/02)
Various arenesulfinamides were synthesized in good yields by one-pot reactions of 4-nitrophenyl-substituted phenyl sulfoxides with elemental sulfur in liquid ammonia.The arenesulfinamides were further reduced with elemental sulfur in liquid ammonia to give corresponding disulfides.
VARIATION OF THE VALENCE OF SULFUR IN SUBSTITUTED 2,4-DINITROPHENYL PHENYL SULFOXIDES IN REARRANGEMENT PROCESSES
Efremov, Yu. A.,Popova, A. G.,Khmel'nitskii, R. A.,Kaminskii, A. Ya,Fedyainov, N. V.
, p. 944 - 949 (2007/10/02)
The oxidation of the bridging sulfur atom in diphenyl sulfides, leading to the formation of sulfoxides and sulfones, was investigated.The various rearrangement processes which occur in substituted 2,4-dinitrophenyl phenyl sulfoxides during electron impact and lead to the appearance of characteristic fragment ions were demonstrated.The effect of the nature of substituents on the main directions in mass-spectrometric dissociation was investigated, and a correlation was obtained between log Z'/Z for the fragment due to elimination of the bridging SO group from the molecular ion and the Hammett ? constants.
