15096-10-3Relevant academic research and scientific papers
1,1-Diphenyl-2-methylsulfinyl ethanol: A model compound to study the reactivity towards CNBr of a photoadduct of methionine on CγH2
Sachon, Emmanuelle,Milcent, Thierry,Sagan, Sandrine,Convert, Odile,Chassaing, Gérard,Lavielle, Solange
, p. 7485 - 7489 (2002)
The photoadduct formed by photolysis of the [Bapa0, (pBzl)Phe5, Met(O2)11]SP/NK-1 complex localised within the T173MP175 domain of the NK-1 receptor cannot be cleaved by CNBr on the C-side of methionine; an unusual rearrangement of the intermediate sulfonium instead occurred. The reactivity of 1,1-diphenyl-2-methylsulfinyl ethanol 10 towards CNBr treatment and the stability of the 1,1-diphenyl oxirane 14 were analysed by NMR and mass spectrometry. 1,1-Diphenyl ethylene 13 can be formed from epoxide 14 even in slightly acidic conditions and during positive DCI/NH3 mass spectrometry analysis. Altogether, these results suggest that if a covalent linkage between the [Bapa0, (pBzl)Phe5, Met(O2)11] and the NK-1 receptor occurred on the CγH2 of methionine-174, CNBr treatment will lead to an epoxide/ketone and an ethylenic compound.
Method for preparing aryl vinyl alkyl thioether through C/C-S monatomic assembly process
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Paragraph 0096; 0100-0101; 0198-0200, (2022/04/08)
The invention discloses a method for preparing aryl vinyl alkyl thioether through a C = C-S monatomic assembly process, which comprises the following steps: respectively providing an atom for a C = C-S structure by dimethyl sulfoxide, aromatic aldehyde ketone and sulfur-containing reagent sodium mercaptide/dithioether under the action of air atmosphere and alkali; the construction process is completed by one-pot reaction, and the product aryl vinyl alkyl thioether compound is obtained. The aryl vinyl of the aryl vinyl alkyl thioether compound prepared by the method comes from aromatic aldehyde ketone, but a double-bond carbon atom is added compared with the original aromatic aldehyde ketone raw material, and the method has the advantages of wide and easily available raw material source, environmental protection, low price, simple operation and facilitation of industrial production.
Sodium iodide-mediated synthesis of vinyl sulfides and vinyl sulfones with solvent-controlled chemical selectivity
Liu, Congrong,Wu, Gongde,Xu, Jin
, p. 35156 - 35160 (2021/11/30)
Vinyl sulfides and vinyl sulfones are ubiquitous structures in organic chemistry because of their presence in natural and biologically active compounds and are very frequently encountered structural motifs in organic synthesis. Herein we report an efficie
1,1-Diphenylvinylsulfide as a Functional AIEgen Derived from the Aggregation-Caused-Quenching Molecule 1,1-Diphenylethene through Simple Thioetherification
Wang, Bo-Wen,Jiang, Kai,Li, Jian-Xiao,Luo, Shi-He,Wang, Zhao-Yang,Jiang, Huan-Feng
supporting information, p. 2338 - 2343 (2020/01/24)
An efficient and readily scalable thioetherification between 1,1-diphenylethene (DPE) and sodium arylsulfinate was developed for the synthesis of 1,1-diphenylvinylsulfide (DPVS) with the yield up to 99 %. The photophysical properties of DPVS show that the introduction of arylsulfenyl groups onto the parent molecule DPE makes DPVS a novel type of aggregation-induced emission (AIE) luminogen (AIEgen) with large Stoke's shift (up to 188 nm). These DPVS possess AIE properties due to restriction of intramolecular motions (RIM), as demonstrated by crystal structure analysis. Importantly, the AIE performance of DPVS can be applied to sense the nitroaromatic explosive picric acid in aqueous systems through a “turn-off” response.
Preparation method of distyrene thioether compounds
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Paragraph 0157-0162, (2019/10/17)
The invention discloses a preparation method of distyrene thioether compounds. The preparation method includes following steps: dispersing 1, 1-distyrene, aryl/alkyl sodium sulfinate and acidic reductant into a solvent, and allowing coupling reaction to obtain the distyrene thioether compound. The preparation method can systematically synthesize a series of the distyrene thioether compounds and isneedless of adopting a transitional metal catalyst, simple in reaction system, wide in substrate application range, high in yield, easy-to-obtain in reaction raw material, low in cost and little in pollution.
NH4I-mediated three-component coupling reaction: Metal-free synthesis of β-alkoxy methyl sulfides from DMSO, alcohols, and styrenes
Gao, Xiaofang,Pan, Xiaojun,Gao, Jian,Jiang, Huanfeng,Yuan, Gaoqing,Li, Yingwei
supporting information, p. 1038 - 1041 (2015/03/30)
A novel synthesis recipe for β-alkoxy methyl sulfides was developed via NH4I-mediated three-component oxysulfenylation reaction of styrenes with DMSO and alcohols. This method features simple operation and readily available starting materials, and it provides an alternative sulfenylating agent generated from DMSO for oxysulfenylation reactions.
Unusual behaviour of dimethyl sulfoxide towards different alcohols in the presence of cyanuric chloride
Chaudhuri, Subrata Kumar,Pramanik, Amit,Roy, Rimi,Khan, Sagar,Ghatak, Avishek,Bhar, Sanjay
, p. 1773 - 1780 (2014/01/17)
Dimethyl sulfoxide in combination with cyanuric chloride in dichloromethane solvent behaved differently with alcohols having different structural features. The products were obtained as methylene acetal or methyl thioether or methyl enethioether depending on the substitution pattern of the alcohols. A plausible mechanism has been proposed on the basis of isotope labeling studies.
Palladium-catalyzed negishi cross-coupling of arylzinc reagents with functionalized vinylic tellurides
Alves, Diego,Schumacher, Ricardo F.,Brand?o, Ricardo,Nogueira, Cristina W.,Zeni, Gilson
, p. 1035 - 1038 (2007/10/03)
The Negishi cross-coupling reaction of arylzinc chlorides and bromides with functionalized vinylic tellurides in the presence of a catalytic amount of PdCl2 in THF at room temperature is described. This cross-coupling reaction is general and pe
The reactions of DMSO with arylaldehydes in the presence of sodium hydride
Shi, Min,Shen, Yu-Mei
, p. 422 - 427 (2007/10/03)
Dimethyl sulfoxide (DMSO) reacted with arylaldehydes under basic conditions to afford sulfide 1, β-(benzyloxy)styrene 2 and dialkyl sulfoxide 3, while the reaction of benzophenone with DMSO gave 1,1-diphenylethylene 4, 1,1-diphenyl-2-methylthioethylene 5 and sulfoxide 6 at the same time under the same conditions.
Synthesis of methyl vinyl sulfides: The role of boron trifluoride in promoting a Horner-Wittig type reaction
Stephan, Elie,Olaru, Adina,Jaouen, Gerard
, p. 8571 - 8574 (2007/10/03)
The methylthiodiphenylphosphine oxide carbanion 1a reacted with ketones in a two step process, the first stage being reversible. Methyl vinyl sulfides are formed only when the elimination step was rapid. When the second step occurred at a slow rate, the s
