74829-77-9

Upstream product

• 594-19-4 tert.-butyl lithium 
• 86409-89-4 (E)-1-(phenylseleno)-2-(p-tolylsulfonyl)ethene 
• 558-37-2 tert-butylethylene 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 106-45-6 para-thiocresol 
• 657-84-1 sodium tosylate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 61382-44-3 diisobutyl(3,3-dimethylbut-1-en-1-yl)alane 
• 69031-86-3 1-(toluene-4-sulfonyl)-pyridinium; chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 1950-78-3 p-toluenesulfonyl iodide 
• 36525-02-7 <(E)-3,3-dimethyl-1-butenyl>mercuric chloride 

Relevant academic research and scientific papers

Aerobic copper-catalyzed synthesis of (E)-alkenyl sulfones and (E)-β-halo-alkenyl sulfones via addition of sodium sulfinates to alkynes

Copper-catalyzed sulfonylation of alkynes using sodium sulfinates in air produced regio- and stereoselectively (E)-alkenyl sulfones. When a CuCl catalyst was employed, the hydrosulfonylation proceeded syn-selectively, and (E)-alkenyl sulfones were synthesized in excellent yields. In contrast, the reaction using CuI catalyst produced (E)-β-haloalkenyl sulfones anti-selectively in the presence of potassium halides. Furthermore, the (E)-β-bromoalkenyl sulfones are possible to convert into various alkenyl sulfones by Suzuki-Miyaura coupling.

Copper-catalyzed oxidative hydrosulfonylation of alkynes using sodium sulfinates in air

Copper-catalyzed hydrosulfonylations of alkynes can be carried out using sodium sulfinates in air. The procedure affords syn-selectively (E)-alkenyl sulfones in good yields. Then, both terminal and internal alkynes are available. Georg Thieme Verlag Stuttgart · New York.

Metal-free, one-pot highly selective synthesis of (E)-vinyl sulfones and sulfoxides via addition-oxidation of thiols with alkynes

We have developed a highly selective one-pot method for the synthesis of (E)-vinyl sulfones and sulfoxides from thiols with terminal alkynes. The sulfones and sulfoxides could be obtained with excellent selectivity in good isolated yields. It is simple, e

Pyridine and triphenylphosphine oxide activation of sulfonyl chlorides in the syntheses of (E) alk-1-enyl sulfones

This paper describes efficient and new approaches to (E) alk-1-enyl sulfones, starting from sulfonyl chloride/pyridine or sulfonyl chloride/triphenylphosphine complexes in the presence of (E) di-iso-butyl alk-1-enyl alanes. The use of CuCl in the presence of sulfonyl chloride/pyridine complexes or pyridine in the presence of sulfonyl chloride/triphenylphosphine complexes, respectively, results in a remarkable increase in the yields and conversions.

The Importance of Polar, Resonance, Steric and Solvent Effects in the Addition of Sulfonyl Radicals to Alkenes

The radical chain addition of tosyl iodide to some alkenes has been studied.The reaction was carried out at room temperature under visible light, giving the usual high yields of β-iodo sulfones.These adducts were transformed into the corresponding unsatur

Substitution Reactions of Organocuprates with β-(Phenylseleno)vinyl Sulfones Derived from the Selenosulfonation of Acetylenes. A Convenient and Stereospecific Preparation of Vinyl Sulfones and Olefins from Acetylenes

The free-radical selenosulfonation of acetylenes affords β-selenovinyl sulfones 1 which undergo substitution of the selenium moiety with organocuprates to provide a convenient and stereospecific preparation of vinyl sulfones 2 and therefore ultimately of

SELENOSULFONATION OF ACETYLENES. SUBSTITUTION REACTIONS OF β-(PHENYLSELENO)VINYL SULFONES WITH ORGANOCUPRATES

β-(Phenylseleno)vinyl sulfones are readily available from the selenosulfonation of acetylenes and undergo efficient, stereoselective substitution of the phenylseleno moiety by the alkyl group of alkyl (phenylseleno)cuprates.