4170-69-8Relevant academic research and scientific papers
Practical synthesis of active O-2-(2-propylsulfinyl)benzyl (OPSB) glycosides via a catalytic and metal free oxidation of latent O-2-(2-propylthiol)benzyl (OPTB) glycosides
Xiao, Ying,Lu, Zimin,Zhao, Xiang,Wu, Pingru,Chen, Wei,Wang, Ruobing,Zeng, Jing,Wan, Qian
, p. 10 - 13 (2018)
A catalytic and metal free sulfoxidation of O-2-(2-propylthiol)benzyl (OPTB) glycosides to O-2-(2-propylsulfinyl)benzyl (OPSB) glycosides has been developed by introducing NOBF4 as catalyst, oxygen as terminal oxidant and TBAB as additive. Wide
Magnetically recoverable heterogeneous catalyst: Tungstate intercalated Mg-Al-layered double hydroxides-encapsulated Fe3O4 nanoparticles for highly efficient selective oxidation of sulfides with H 2O2
Yuan, Chengyuan,Liu, Honghai,Gao, Xionghou
, p. 16 - 21 (2014)
High catalytic activity of tungstate intercalated in hydrotalcite- encapsulated magnetic Fe3O4 nanoparticles have been prepared. High resolution transmission electron microscopy characterization demonstrated the formation of Fe3
Micellar catalysis on the electron transfer reactions of iron(III)-polypyridyl complexes with organic sulfides - Importance of hydrophobic interactions
Balakumar,Thanasekaran,Rajkumar,Adaikalasamy, K. John,Rajagopal,Ramaraj,Rajendran,Manimaran,Lu
, p. 352 - 358 (2006)
The oxidation of organic sulfides with iron(iii)-polypyridyl complexes [Fe(NN)3]3+ proceeds through an electron transfer mechanism and an increase in the methanol content in the methanol-water mixture favors the reaction. The reactio
Sulfoxide and Sulfone Synthesis via Electrochemical Oxidation of Sulfides
Lee, Sunwoo,Park, Jin Kyu
, p. 13790 - 13799 (2021/10/12)
The oxidation of diaryl sulfides and aryl alkyl sulfides to the corresponding sulfoxides and sulfones under electrochemical conditions is reported. Sulfoxides are selectively obtained in good yield under a constant current of 5 mA for 10 h in DMF, while sulfones are formed as the major product under a constant current of 10 or 20 mA for 10 h in MeOH. The oxygen of both the sulfoxide and sulfone function is derived from water.
Selective Catalytic Oxidation of Organic Sulfides to Sulfoxides without Forming Sulfones over Solid Molybdenum Blue: Kinetic and Thermodynamic Studies
Ratheshkumar,Induja,Raghavan
, p. 2267 - 2274 (2020/09/16)
The present investigation reports studies on the selective catalytic oxidation of organic sulfide substrates over molybdenum blue catalyst supported on boron phosphate. The catalyst was synthesized through partial precipitation method and characterized by
Exploiting Substrate Diversity for Preparing Synthetically Valuable Sulfoxides via Asymmetric Hydrogenative Kinetic Resolution
Fernández-Pérez, Héctor,Grabulosa, Arnald,Lao, Joan R.,Vidal-Ferran, Anton
supporting information, (2020/07/24)
A detailed study is disclosed on the Rh-mediated hydrogenative kinetic resolution of α,β-unsaturated sulfoxides with alkyl and aryl substituents at the α-, E- and Z-positions of the double bond. This stereoselective catalytic methodology has enabled the p
Polymer-supported eosin Y as a reusable photocatalyst for visible light mediated organic transformations
Sridhar, Arunasalam,Rangasamy, Rajmohan,Selvaraj, Mari
, p. 17974 - 17979 (2019/12/02)
A novel polymer-supported recyclable photocatalyst has been developed for visible light mediated oxidation reactions. The organic dye eosin Y was loaded on macroporous commercially available Amberlite IRA 900 chloride resin and exploited as a photocatalyst for visible light mediated oxidation of thioethers to sulfoxides and phenylboronic acids to phenols under open atmospheric air. Varieties of functional groups were well tolerated during oxidation. The catalyst is recyclable for six cycles without significant loss in its efficiency. Furthermore, gram-scale oxidation of sulfides to sulfoxides has been demonstrated to prove the commercial viability of the method.
Palladium-Catalyzed Enantioselective Alkenylation of Sulfenate Anions
Wu, Chen,Berritt, Simon,Liang, Xiaoxia,Walsh, Patrick J.
supporting information, p. 960 - 964 (2019/05/16)
A novel approach to synthesize enantio-enriched alkenyl/aryl sulfoxides is achieved by using CsF to generate sulfenate anions and conducting the catalytic enantioselective alkenylation with [Pd(allyl)Cl]2/(2R)-1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene (SL-J002-1). A wide variety of sulfoxides bearing sensitive functional groups are produced with high yields (up to 94%) and enantioselectivities (up to 92%).
Palladium/PC-Phos-Catalyzed Enantioselective Arylation of General Sulfenate Anions: Scope and Synthetic Applications
Wang, Lei,Chen, Mingjie,Zhang, Peichao,Li, Wenbo,Zhang, Junliang
supporting information, p. 3467 - 3473 (2018/03/13)
Herein we reported an efficient palladium-catalyzed enantioselective arylation of both alkyl and aryl sulfenate anions to deliver various chiral sulfoxides in good yields (up to 98%) with excellent enantioselectivities (up to 99% ee) by the use of our developed chiral O,P-ligands (PC-Phos). PC-Phos are easily prepared in short steps from inexpensive commercially available starting materials. The single-crystal structure of the PC4/PdCl2 showed that a rarely observed 11-membered ring was formed via the O,P-coordination with the palladium(II) center. The salient features of this method include general substrate scope, ease of scale-up, applicable to the late-stage modification of bioactive compounds, and the synthesis of a marketed medicine Sulindac.
Enantioseparation of Sulfoxides and Nitriles by Inclusion Crystallization with Chiral Organic Salts Based on l-Phenylalanine
Kodama, Koichi,Kanai, Hayato,Shimomura, Yuki,Hirose, Takuji
supporting information, p. 1726 - 1729 (2018/04/24)
Enantioselective inclusion of aromatic sulfoxides and nitriles was achieved in a host framework created by organic salts comprising achiral benzoic acids and a chiral primary amine (1a) derived from l-phenylalanine. Tuning of the combined achiral acid component successfully changed the chiral recognition ability of the organic salts. The guest molecules were hydrogen-bonded to form three-component inclusion crystals, and the enantiomers of nitriles and sulfoxides were separated with high selectivity up to 92 and 98 % ee. As far as we know, this is the first example of the enantioseparation of non-functionalized aromatic nitriles.
