171743-15-0

Basic information

• Product Name: (E)-1-methoxy-4-[2-(4-methylbenzene)sulfonylvinyl]benzene
• Synonyms: (E)-1-methoxy-4-[2-(4-methylbenzene)sulfonylvinyl]benzene
• CAS NO: 171743-15-0
• Molecular Weight: 288.367
• Mol File: 171743-15-0.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: (E)-1-methoxy-4-[2-(4-methylbenzene)sulfonylvinyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-methoxy-4-[2-(4-methylbenzene)sulfonylvinyl]benzene(171743-15-0)
• EPA Substance Registry System: (E)-1-methoxy-4-[2-(4-methylbenzene)sulfonylvinyl]benzene(171743-15-0)

Safety Data

• Hazardous Substances Data: 171743-15-0(Hazardous Substances Data)

Upstream product

• 637-69-4 4-Methoxystyrene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 768-60-5 4-methoxyphenylacetylen 
• 18684-94-1 1-[(E)-2-chlorovinyl]-4-methoxybenzene 
• 6303-59-9 (E)-4-(2-bromo-vinyl)-anisole 
• 657-84-1 sodium tosylate 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 101973-46-0 diethyl ((p-tolylthio)methyl)phosphonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 60682-95-3 1-(diethoxyphosphorylmethylsulfonyl)-4-methylbenzene 
• 98-59-9 p-toluenesulfonyl chloride 
• 14062-05-6 N,N'-ditosylhydrazine 
• 943-89-5 (E)-3-(4-methoxyphenyl)acrylic acid 
• 599-89-3 4-chlorophenyl p-toluenesulfonate 

Downstream Products

• 768-60-5 4-methoxyphenylacetylen 
• 1563174-08-2 C₂₇H₂₆O₄S 
• 86432-66-8 C₁₇H₁₈O₃S 

Relevant articles and documents

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.).

Copper-Catalyzed Heck-Type Couplings of Sulfonyl Chlorides with Olefins: Efficient and Rapid Access to Vinyl Sulfones

A copper-catalyzed redox-neutral alkene sulfonylation reaction has been developed. This reported protocol can be easily scale up to a gram scale, and smoothly applied to the late-stage modification of several bioactive molecules.

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.