132016-29-6Relevant academic research and scientific papers
Organocatalytic sulfoxidation
Davidson, Stuart C.,Gomes, Gabriel dos Passos,Kuhn, Leah R.,Alabugin, Igor V.,Kennedy, Alan R.,Tomkinson, Nicholas C.O.
, (2020/12/07)
Treatment of a sulfide with a catalytic amount of a 1,3-diketone in the presence of silica sulfuric acid as a co-catalyst and hydrogen peroxide (50% aq) as the stoichiometric oxidant leads to the corresponding sulfoxide product. The reaction is effective for diaryl, aryl-alkyl and dialkyl sulfides and is tolerant of oxidisable and acid sensitive functional groups. Investigations have shown that the tris-peroxide 2, formed on reaction of pentane-2,4-dione with hydrogen peroxide under acidic reaction conditions, can oxidise two equivalents of sulfide using the exocyclic peroxide groups whereas the endocyclic peroxide remains intact. Calculations provide a mechanism consistent with experimental observations and suggest the reaction proceeds via an initial acid catalysed ring opening of a protonated tris-peroxide prior to oxygen transfer to a sulfur nucleophile.
Emodinas a novel organic photocatalyst for selective oxidation of sulfides under mild conditions
Li, Min,Lou, Jiangli,Rao, Yijian,Yuan, Zhenbo,Zhang, Yan
, p. 19747 - 19750 (2020/06/04)
Herein, we have developed naturally-occurringEmodin, which is commercially available at low-cost, as a novel organic photocatalyst for the first time.Emodinwas successfully employed in the selective oxidation of sulfides promoted by visible-light, deliver
Synthesis of: N -alkylated 2-pyridones through Pummerer type reactions of activated sulfoxides and 2-fluoropyridine derivatives
Hu, Gang,Xu, Jiaxi,Li, Pingfan
, p. 4151 - 4158 (2018/06/12)
N-Alkylated 2-pyridone products were obtained in good to excellent yields through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride activated sulfoxides and 2-fluoropyridine derivatives, followed by hydrolysis. This is a rare case that uses 2-fluoropyridine as a nucleophile in Pummerer type reactions.
Visible light catalyzed methylsulfoxidation of (het)aryl diazonium salts using DMSO
Pramanik, Mukund M. D.,Rastogi, Namrata
supporting information, p. 8557 - 8560 (2016/07/13)
The visible light catalyzed methylsulfoxidation of (het)aryl diazonium salts using DMSO is illustrated. This is the first example of DMSO being used as the source of the methylsulfinyl group. The procedure tolerates a wide range of functional groups on (het)aryl diazonium salts and provides aryl methyl sulfoxides in excellent yields under mild reaction conditions.
Oxidation of organic sulfides by imidazolium fluorochromate: A kinetic and mechanistic approach
Mathur, Lokesh,Choudhary,Prakash, Om,Sharma, Pradeep K.
, p. 2597 - 2603 (2014/06/09)
The oxidation of organic sulfides by imidazolium fluorochromate resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to imidazolium fluorochromate. A Michaelis-Menten type kinetics was observed with respect t
Synergistic combination of multi-ZrIV cations and lacunary keggin germanotungstates leading to a gigantic Zr24-cluster- Substituted Polyoxometalate
Huang, Ling,Wang, Sa-Sa,Zhao, Jun-Wei,Cheng, Lin,Yang, Guo-Yu
supporting information, p. 7637 - 7642 (2014/06/10)
Synergistic directing roles of six lacunary fragments resulted in an unprecedented Zr24-cluster substituted poly(polyoxotungstate) Na 10K22[Zr24O22(OH) 10(H2O)2(W2O10H) 2(GeW9O34)4(GeW8O 31)2]·85H2O (Na10K 22·1·85H2O), which contains the largest [Zr24O22(OH)10(H2O)2] (Zr24) cluster in all the Zr-based poly(polyoxometalate)s to date. The most remarkable feature is that the centrosymmetric Zr24-cluster- based hexamer contains two symmetry-related [Zr12O 11(OH)5(H2O)(W2O10H) (GeW9O34)2(GeW8O31)] 16- trimers via six μ3-oxo bridges and was simultaneously trapped by three types of different segments of B-α-GeW9O34, B-α-GeW8O 31, and W2O10. The other interesting characteristic is that there are two pairs of intriguing triangular atom alignments: one is composed of the Zr(2,4,6,8,11) and W21 atoms and the other contains the Ge(1-3), Zr(3,5,7,9,10,12) and W26 atoms, and the Zr5 atom is inside the triangle; a linking mode is unobserved. The oxygenation reactions of thioethers by H2O2 were evaluated when Na 10K22·1·85H2O served as a catalyst. Results show that it is an effective catalyst for oxygenation of thioethers by H2O2. The unique redox property of oxygen-enriched polyoxotungstate fragments and Lewis acidity of the Zr cluster imbedded in Na10K22·1·85H2O provide a sufficient driving force for the catalytic conversion from thioethers to sulfoxides/sulfones.
MONOMERIC TRIOXANE AMIDE SULFUR COMPOUNDS
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, (2012/11/06)
Anilide derivatives of the natural trioxane artemisinin were prepared and evaluated for antimalarial efficacy in Plasmodium berghei-infected mice. Selected anilides derivatives administered orally as one single-digit dose combined with mefloquine hydrochl
Malaria-infected mice are completely cured by one 6 mg/kg oral dose of a new monomeric trioxane sulfide combined with mefloquine
Slack, Rachel D.,Mott, Bryan T.,Woodard, Lauren E.,Triphati, Abhai,Sullivan, David,Nenortas, Elizabeth,Girdwood, Sonya C. T.,Shapiro, Theresa A.,Posner, Gary H.
supporting information; experimental part, p. 291 - 296 (2012/03/10)
Sixteen new anilide derivatives of the natural trioxane artemisinin were prepared and evaluated for antimalarial efficacy in Plasmodium berghei infected mice. Of these 16 new anilides administered orally as one 6 mg/kg dose combined with 18 mg/kg mefloqui
Asymmetric counteranion-directed iron catalysis: A highly enantioselective sulfoxidation
Liao, Saihu,List, Benjamin
supporting information, p. 2363 - 2367 (2012/10/30)
A highly active and enantioselective ion-pair sulfoxidation catalyst, consisting of an achiral iron(III)-salen cation and a chiral phosphate counteranion, mediates the oxidization of various sulfides with high yields and enantioselectivities. The enantioselectivities observed, especially for electron-poor substrates, represent the best results so far in manganese and iron-salen systems. This work represents the first application of our concept of asymmetric counteranion-directed catalysis (ACDC) to iron catalysis. Copyright
Oxidation of organic sulfides by tetraethylammonium chlorochromate: A kinetic and mechanistic study
Sharma, Deepika,Pancharia,Vadera,Sharma, Pradeep K.
experimental part, p. 315 - 326 (2012/01/04)
The oxidation of organic sulfides by tetraethylammonium chlorochromate (TEACC) resulted in the formation of the corresponding sulfoxides. The reaction is first order with respect to both TEACC and the sulfide. The reaction is catalyzed by toluene-p-sulfon
