76859-82-0

Upstream product

• 637-69-4 4-Methoxystyrene 
• 1950-68-1 4-methoxybenzenesulfonyl hydrazide 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 130948-55-9 diethyl (((4-methoxyphenyl)thio)methyl)phosphonate 
• 1478586-47-8 diethyl (((4-methoxyphenyl)sulfonyl)methyl)phosphonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 6140-09-6 sodium 4-methoxy-benzenesulfonate 
• 3937-99-3 p-methoxy-phenylsulphonylacetic acid 
• 98-68-0 4-methoxy-phenyl-sulphonyl chloride 
• 3179-10-0 1-methoxy-4-(2-nitro-vinyl)-benzene 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 

Downstream Products

• 73628-18-9 C₁₇H₁₈O₄S 

Relevant academic research and scientific papers

Metal-Free, Multicomponent Anti-Markovnikov Hydroarylsulfonylation and Alkoxyarylsulfonylation of Vinyl Arenes

A unified strategy for the hydro-arylsulfonylation of vinyl arenes has been developed under catalyst, additive-free conditions at room temperature from the corresponding aryldiazonium salts, DABSO (DABCO ? 2SO2), and thiophenol as hydrogen atom transfer (HAT) reagent. Mechanistically, an incipient arylsulfonyl radical is generated from the corresponding aryl diazonium salts and DABSO which undergoes anti-Markovnikov addition to styrenes followed by hydrogen atom transfer from thiophenol. Interestingly, this multi-component reaction is highly chemoselective suppressing deleterious thiosulfonylation and thiol-ene reactions. Tuning the reaction conditions, a four-component difunctionalization with alkoxy group has been achieved using 1,4-dicyanobenzene as an oxidant. Furthermore, base-promoted elimination to form vinyl sulfone has been also examined. The practicability of this present reaction has been demonstrated by the ex situ generation of sulfur dioxide in an H-type reaction vessel and subsequent hydro- and alkoxyarylsulfonylation in good to moderate yields. The hydroarylsulfonylation reaction is scalable and applied to a metal-free synthesis of the key intermediate for an anti-migraine drug Eletriptan. (Figure presented.).

Synthesis of vinyl sulfones through sulfonylation of styrenes with sulfonyl chlorides under metal-free conditions

A hypervalent iodine reagent-mediated sulfonylation of styrenes with sulfonyl chlorides was developed for the synthesis of vinyl sulfones. The reaction proceeded under metal-free, mild and neutral conditions without extra oxidants or bases. It also exhibited good air and moisture tolerance, broad substrate scope and high chemo-selectivity, affording the vinyl sulfones in moderate to good yields.

Radical Heck-type reaction of styrenes with sulfonyl hydrazides on water at room temperature

Herein, metal-free radical Heck-type reaction of styrenes with sulfonyl hydrazides to synthesize vinyl sulfones is developed. The reaction is performed under economical TBAI/TBHP system on water in open air at room temperature, which proceeds through the

Green preparation method for vinyl sulfone derivative in aqueous phase

The invention relates to a green preparation method for a vinyl sulfone derivative in an aqueous phase. The method comprises the following steps: putting an olefin compound (1a), a sulfonyl hydrazidecompound of formula (2a) as shown in the specification, tetrabutylammonium iodide (TBAI), tert-butyl hydroperoxide (TBHP) and solvent water into a Schlenk reaction kettle, carrying out a stirring reaction on the reaction kettle at a certain temperature and an air atmosphere, monitoring the reaction process through TLC (Thin Layer Chromatography) or GC (Gas Chromatograph) till raw materials are completely reacted, and carrying out aftertreatment, thereby obtaining a target product, namely the vinyl sulfone derivative (I) as shown in the specification.

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

Mn(III)-mediated regioselective synthesis of (: E)-vinyl sulfones from sodium sulfinates and nitro-olefins

An efficient Mn(iii)-mediated coupling reaction of sodium sulfinates with nitro-olefins has been developed, this reaction proceeds in mild and open-flask conditions to afford (E)-vinyl sulfones with high regioselectivities and in good to excellent yields. The control experiments revealed that this transformation could involve a radical process.

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.

Discovery of vinyl sulfones as a novel class of neuroprotective agents toward Parkinson's disease therapy

Although the etiology of Parkinson's disease (PD) remains elusive, recent studies suggest that oxidative stress contributes to the cascade leading to dopaminergic (DAergic) neurodegeneration. The Nrf2 signaling is the main pathway responsible for cellular defense system against oxidative stress. Nrf2 is a transcription factor that regulates environmental stress response by inducing expression of antioxidant enzyme genes. We have synthesized novel vinyl sulfone derivatives. They exhibited a broad range of activities in inducing HO-1, whose gene expression is under the control of Nrf2. Among them, compound 12g was confirmed to activate Nrf2 and induce expression of the Nrf2-dependent antioxidant enzymes NQO1, GCLC, GLCM, and HO-1, at both mRNA and protein levels in DAergic neuronal cells. This was accompanied by protection of DAergic neurons in both in vitro and MPTP-induced in vivo models of PD. In addition, compound 12g effectively resulted in attenuation of the PD-associated behavioral deficits in the mouse model.

SYNTHESIS AND SPECTRAL STUDIES OF SOME UNSATURATED SULPHONES

A new 5-chloro-2-methylbenzenesulphonylacetic acid has been prepared from 4-chlorotoluene.The condensation of this acid and 4-bromo, 4-methoxy, 3,4-dichloro and 4-chloro-3-methylbenzenesulphonylacetic acid with different araldehydes gave some new unsatura