56759-18-3

Upstream product

• 101973-46-0 diethyl ((p-tolylthio)methyl)phosphonate 
• 106-45-6 para-thiocresol 
• 587-04-2 m-Chlorobenzaldehyde 
• 60682-95-3 1-(diethoxyphosphorylmethylsulfonyl)-4-methylbenzene 
• 2039-85-2 3-Chlorostyrene 
• 14062-05-6 N,N'-ditosylhydrazine 
• 766-83-6 m-chlorophenylacetylene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 536-57-2 p-toluene sulfinic acid 
• 7396-28-3 3-(3-chlorophenyl)prop-2-ynoic acid 
• 1013479-86-1 N'-(1-(3-chlorophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 1866-38-2 m-Chlorocinnamic acid 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant academic research and scientific papers

Generation of potent Nrf2 activators via tuning the electrophilicity and steric hindrance of vinyl sulfones for neuroprotection

Oxidative stress is constantly involved in the etiopathogenesis of an ever-widening range of neurodegenerative diseases. As a consequence, effective repression of cellular oxidative stress to a redox homeostatic condition is a promising and feasible strategy to treat, or at least retard the progression of, such disorders. Nrf2, a primary orchestrator of cellular antioxidant response machine, is responsible for detoxifying and compensating for deleterious oxidative stress via transcriptional activation of a diverse array of antioxidant biomolecules. In the framework of our persistent interest in disclosing small molecules that interfere with cellular redox-regulating machinery, we report herein the synthesis, optimization, and biological assessment of 47 vinyl sulfone scaffold-bearing small molecules, most of which exhibit robust neuroprotective effect against H2O2-mediated lesions to PC12 cells. After initial screening, the most potent neuroprotective compounds 9b and 9c with marginal cytotoxicity were selected for the follow-up studies. Our results demonstrate that their neuroprotective effects are attributed to the up-regulation of a panel of antioxidant genes and corresponding gene products. Further mechanistic studies indicate that Nrf2 is indispensable for the cellular performances of 9b and 9c, arising from the fact that silence of Nrf2 gene drastically nullifies their protective action. Taken together, 9b and 9c discovered in this work merit further development as neuroprotective candidates for the treatment of oxidative stress-mediated pathological conditions.

N,N′-Disulfonylhydrazines: New sulfonylating reagents for highly efficient synthesis of (E)-vinyl sulfones at room temperature

N,N′-Disulfonylhydrazines have been proven to be the most reactive precursors of sulfonyl radicals in all types of sulfonyl substituted hydrazines as early as a half century ago. But such function has not been applied in organic synthesis except the formation of disulfones by self-dimerization of sulfonyl radicals. In this article, they were introduced as new sulfonylating reagents and their combinations with NIS and Et3N were established as excellent iodosulfonylating reagents for alkenes. Finally, a highly efficient method for the synthesis of (E)-vinyl sulfones was developed by mixing an alkene, a N,N′-disulfonylhydrazine, NIS and Et3N in THF at room temperature for 5 min.

Synthesis method of (E)-vinyl sulfone compound

The invention discloses a synthesis method of a (E)-vinyl sulfone compound. The synthesis method comprises the following steps: using acetonitrile as a solvent, under the catalysis of SbCl3, oxidizingand reducing 1,2-alkylene oxide compound (IV) to genera

Copper(II)-Catalyzed Chemo- and Stereocontrolled Synthesis of (E)-Vinyl Sulfones and (Z)-β-Chlorovinyl Sulfones from Terminal Alkynes and Arylsulfonyl Hydrazides

A facile copper(II)-catalyzed regio- and stereocontrolled synthesis of vinyl sulfones from terminal alkynes and arylsulfonyl hydrazides is described. Depending on the source of copper(II), two different kinds of vinyl sulfones, (E)-vinyl sulfones and (Z)-β-chlorovinyl sulfones were obtained and the addition of cyclohexanone played an important role in the reaction. These reactions display excellent chemoselectivity as well as stereoselectivity.

Decarboxylative sulfonylation of arylpropiolic acids with sulfinic acids: synthesis of (E)-vinyl sulfones

Decarboxylative sulfonylation of arylpropiolic acids has been achieved by simply employing Na2CO3as a promoter and arenesulfinic acids as sulfonylating reagents. This simple and environmentally benign transformation offers an alternative approach and allows for easy and rapid synthesis of E-Vinyl sulfones from arylpropiolic acids and arenesufinic acids.

PhI(OAc)2-mediated decomposition of N-arylsulfonyl hydrazones: metal-free synthesis of (E)-vinyl sulfones

A novel and efficient approach for the preparing of (E)-vinyl sulfones via PhI(OAc)2-mediated decomposition of ketone-derived N-arylsulfonyl hydrazones has been developed. The generation of α- or β-substituted vinyl sulfones was affected by the

Iron/copper Co-catalyzed synthesis of vinyl sulfones from sulfonyl hydrazides and alkyne derivatives

A new approach to the selective synthesis of (E)-vinyl sulfones has been developed via a Fe/Cu co-catalyzed sulfonylation of arylpropiolic acid or phenylacetylene with sulfonyl hydrazides. A variety of vinyl sulfones have been obtained in moderate to good yields, comparable to the best results reported so far. The inexpensive Fe/Cu co-catalyzed method features a simple experimental procedure and good tolerance of substrate.

A direct metal-free decarboxylative sulfono functionalization (DSF) of cinnamic acids to α,β-unsaturated phenyl sulfones

A metal-free room temperature decarboxylative cross-coupling between cinnamic acids and arylsulfonyl hydrazides has been realized for the first time for the synthesis of (E)-vinyl sulfones. The scope and versatility of the reaction has been demonstrated by the regio- and stereoselective synthesis of 22 derivatives with diverse structural features.

The first nucleophilic substitution reaction of organoindium reagents with sulfonyl chlorides: A facile method for preparation of vinyl sulfones

The first nucleophilic substitution reaction of organoindium with sulfonyl chlorides has been exploited. This reaction of vinylindium, derived from terminal alkynes via hydroindation, with sulfonyl chlorides in the presence of Ag 2O provides ac