17530-89-1Relevant academic research and scientific papers
Asymmetric Periodate Oxidation of Functionalized Sulfides Catalyzed by Bovine Serum Albumin
Colonna, Stefano,Banfi, Stefano,Fontana, Francesca,Sommaruga, Maurizio
, p. 769 - 771 (1985)
The asymmetric oxidation of the functionalized sulfides with sodium metaperiodate in the presence of a catalytic amount of bovine serum albumin (BSA) affords the corresponding sulfoxides with enantiomeric excess (ee) up to 69.3percent.The influence of the
Benzyltriphenylphosphonium peroxodisulfate (PhCH2PPh3)2S2O8: A mild and inexpensive reagent for highly enantiomeric purity of α-sulfinyl oximes and α-sulfinyl hydrazones to the corresponding β-keto sulfoxides
Hajipour,Mallakpour
, p. 157 - 161 (2000)
Benzyltriphenylphosphonium peroxodisulfate (PhCH2PPh3)2S2O8 (1) is readily prepared as an white solid from benzyltriphenylphosphonium chloride, performs conversion of α-sulfinyl oximes (2) and α-sulfinyl hydrazones (4) to the corresponding β-keto sulfoxides (3) in high yields and high enantiomeric purity.
Switchable Synthesis of Sulfoxides and α-Alkoxy-β-ketothioethers Regulated by Temperature in a Selectfluor-Methanol System
Wang, Jiateng,Liu, Mengxia,Zhang, Yue,Bi, Gehua,Zhao, Yi,Yang, Kai,Huang, Xin
, p. 14404 - 14419 (2021/11/01)
A switchable and benign protocol for chemoselective synthesis of sulfoxides and α-alkoxy-β-ketothioethers has been developed. It was determined that various thiophenols and alkenes/alkynes are compatible to realize the target compounds from a medium to a high yield by regulating the reaction temperature. In particular, methanol not only served as a solvent but also participated in the reaction process as a hydrogen donor. In this study, Selectfluor has been proved to be an efficient multifunctional reagent in the reaction system.
Photoredox-Mediated Synthesis of Functionalized Sulfoxides from Terminal Alkynes
Kumar, Jaswant,Ahmad, Ajaz,Rizvi, Masood Ahmad,Ganie, Majid Ahmed,Khajuria, Chhavi,Shah, Bhahwal Ali
supporting information, p. 5661 - 5665 (2020/07/14)
A photoredox-mediated protocol for the synthesis of α-alkoxy-β-ketosulfoxides and α,β-dialkoxysulfoxides using alkynes, thiol, and alcohols is reported. This work presents a rare single-step synthesis of α-substituted sulfoxides, involving tandem introduction of a thiol and alcohol as a key enabling advancement. Furthermore, the method can be easily employed to access vinyl sulfoxides and β-ketosulfoxides.
Solvent-enabled radical selectivities: Controlled syntheses of sulfoxides and sulfides
Wang, Huamin,Lu, Qingquan,Qian, Chaohang,Liu, Chao,Liu, Wei,Chen, Kai,Lei, Aiwen
supporting information, p. 1094 - 1097 (2016/01/20)
Controlling selectivity is of central importance to radical chemistry. However, the highly reactive and unstable radical intermediates make this task especially challenging. Herein, a strategy for taming radical redox reactions has been developed, in which solvent-bonding can alter the reactivity of the generated radical intermediates and thereby drastically alter the reaction selectivity at room temperature. Various β-oxy sulfoxides and β-hydroxy sulfides can be facilely obtained, some of which are difficult to synthesize by existing methods. Notably, neither a metal catalyst nor any further additives are necessary in these processes. Solvent selection alters the reactivity of the generated reaction intermediate and drastically switches the reaction selectivity under simple and mild conditions. Various β-oxy sulfoxides and β-hydroxy sulfides could be facilely obtained from readily available starting materials. Importantly, neither a metal catalyst nor an additional additive was necessary in these transformations.
Polymeric ionic liquid nanogel-anchored tungstate anions: A robust catalytic system for oxidation of sulfides to sulfoxides
Pourjavadi, Ali,Nazari-Chamazkoti, Mojtaba,Hosseini, Seyed Hassan
, p. 1348 - 1354 (2015/02/19)
A new heterogeneous catalytic system was prepared by immobilization of tungstate ions on a cross-linked poly(ionic liquid) nanogel. The solid nanogel was easily synthesized by a surfactant-less method. The resulting catalyst was highly active in selective
Visible light organophotoredox catalysis: A general approach to β-keto sulfoxidation of alkenes
Keshari, Twinkle,Yadav, Vinod K.,Srivastava, Vishnu P.,Yadav, Lal Dhar S.
, p. 3986 - 3992 (2014/08/05)
A mild, simple, efficient and metal-free approach to β-keto sulfoxides utilising eosin Y as an organophotoredox catalyst has been developed. This general protocol offers a direct and rapid difunctionalization of alkenes using thiophenols and atmospheric oxygen at room temperature in a one-pot procedure. The utilisation of visible light and air (O2) as inexpensive, readily available, non-toxic and eco-sustainable reagents makes this protocol compatible with the green chemistry demands. This journal is the Partner Organisations 2014.
The synthesis of chiral β-ketosulfoxides by enantioselective oxidation and their stereocontrolled reduction to β-hydroxysulfoxides
Cardellicchio, Cosimo,Omar, Omar Hassan,Naso, Francesco,Capozzi, Maria Annunziata M.,Capitelli, Francesco,Bertolasi, Valerio
, p. 223 - 229 (2007/10/03)
Various chiral non-racemic β-ketosulfoxides, a class of compounds frequently used in asymmetric synthesis, were prepared in good yields by tert-butyl hydroperoxide oxidation of the corresponding sulfides in the presence of a complex between titanium and (
Benzyltriphenylphosphonium dichromate as a mild reagent for oxidation of thiols and sulfides
Hajipour, Abdol Reza,Mallakpour, Shadpour E.
, p. 32 - 33 (2007/10/03)
Oxidation of thiols and sulfides under non-aqueous and aprotic conditions uses benzyltriphenylphosphonium dichromate (1, PhCH2PPh3)2 Cr2O7) which is very easily prepared by mixing an aqueous solution of benzyltriphenylphosphonium chloride with CrO3 in 3N HCl at room temperature. This reagent, a stable orange powder which may be stored for a month without loss of activity, is soluble in acetonitrile, chloroform and dichloromethane and slightly soluble in carbon tetrachloride, ether and hexane.
Bis(1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane) peroxodisulfate: A mild and efficient oxidant for oxidation of thiols, sulfides and aromatic amines to the corresponding disulfides, sulfoxides and azo compounds
Hajipour,Mohammadpoor Baltork,Kianfar
, p. 607 - 610 (2007/10/03)
Bis(1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane) peroxodisulfate (BAABCPS) 1, readily prepared as orange solid from commercially available 1,4-diazabicyclo[2.2.2]octane (DABCO) and potassium peroxodisulfate converts thiols, sulfoxides and aromatic amines to the corresponding disulfides, sulfoxides and azo compounds respectively.
