21860-46-8

Upstream product

• 33944-98-8 (E)-(phenylsulfinyl)but-3-en-2-one 
• 25109-57-3 3,4-dibromobutan-2-one 
• 873-55-2 sodium benzenesulfonate 
• 1423-60-5 methyl ethynyl ketone 
• 618-41-7 Benzenesulfinic acid 
• 108-98-5 thiophenol 
• 81358-53-4 1-chloro-1-phenylthiobutan-3-one 
• 6110-01-6 4-phenylsulfanyl-butan-2-one 
• 60805-71-2 phenylselenyl benzenesulfonate 
• 854372-81-9 3-(phenylselanyl)-4-(phenylsulfonyl)butan-2-one 
• 4643-20-3 (E)-4-chloro-3-buten-2-one 
• 129083-19-8 (E)-1-benzenesulfonyl-1-buten-3-ol 

Downstream Products

• 108644-07-1 (Z)-4-(phenylsulfonyl)but-3-en-2-one 
• 91798-71-9 4,4-Bis-(1-methyl-1H-pyrrol-2-yl)-butan-2-one 
• 91798-70-8 4-(N-methyl-2-pyrrolyl)-4-(phenylsulfonyl)-2-butanone 
• 137958-21-5 C₂₄H₂₀O₃S 
• 137958-16-8 1-((2S,3R)-3-Benzenesulfonyl-bicyclo[2.2.2]oct-5-en-2-yl)-ethanone 
• 137958-20-4 1-((1S,6R)-6-Benzenesulfonyl-3,4-dimethyl-cyclohex-3-enyl)-ethanone 
• 1202390-09-7 (2S,3R,4R,5S)-methyl 4-acetyl-5-(2-methoxyphenyl)-3-(phenylsulfonyl)pyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

Regio- and Stereoselective Hydrosulfonylation of Electron-Deficient Alkynes: Access to Both E- and Z-β-Sulfonyl-α,β-Unsaturated Carbonyl Compounds

A metal-free hydrosulfonylation of electron-deficient alkynes with sodium sulfinates or sulfinic acids to access both E- and Z-β-sulfonyl-α,β-unsaturated carbonyl compounds has been developed. We propose that this reaction via a hydroxylallene intermediate delivers the thermodynamically stable E isomer, or via a concerted termolecular AdE3 mechanism affords Z isomer. The stereoselectivity of addition (syn or anti) can be controlled by varying the sulfonyl sources and acidic buffer solutions. This protocol exhibits broad substrate scope for internal or terminal alkynes including various substituted ynones and alkynyl esters. This approach is mild, efficient, operationally simple and easy to be scaled-up. (Figure presented.).

An economical and convenient synthesis of vinyl sulfones

A general process for the efficient synthesis of vinyl sulfones has been developed using commercially available sulfinic acid sodium salts and dibromides. A variety of phenyl and methyl vinyl sulfones have been formed in good yields, in the absence of any catalyst. Georg Thieme Verlag Stuttgart.

DABCO catalyzed addition of selenosulfonates to α,β-unsaturated ketonest

A novel (1,4-diazabicyclic[2,2,2]octane) (DABCO) catalyzed addition of selenosulfonates to αβ-unsaturated ketones was reported to give the corresponding adducts in good yields under mild conditions. This synthetic approach provides a facile route to the s

Sulfinyl-controlled Formation of Diastereoisomerically Pure Tricarbonyl(oxadiene)iron(0) Complexes and a Diastereoisomerically Pure Tetracarbonyl(alkene)iron(0) Complex

The sulfonyl and sulfinyl substituted oxadienes nCH=CHC(Me)=O; R=But, Ph; n = 2,1> form stable tricarbonyliron(0) complexes.The sulfinyl complexes formed are diastereoisomerically pure and the relative stereochemistry of the tricarbonyliron(0) unit and the sulfinyl substituent in the products has been determined by an X-ray crystal structure analysis of 0tS(O)CH=CHC(Me)=O>(CO)3> 15a.Phenylsulfonylethene and phenylsulfinylethene form stable tetracarbonyliron(0) complexes.The complex formed from phenylsulfinylethene is diastereoisomerically pure and the relative stereochemistry of the tetracarbonyliron(0) unit and the sulfinyl substituent has been determined by an X-ray crystal structure analysis of 0(CO)4> 18.This reveals evidence for a through-space interaction between the oxygen atom of the sulfinyl substituent and the carbon atom of one of the metal carbonyl ligands.The X-ray crystal structure analysis of 17, a by-product in the formation of complex 18, is also reported.

β-Phenylsulfonylenones as α,β-acetylenic ketones equivalents in Diels-Alder reactions

(E)-β-phenylsulfonylenones, readily prepared by oxidation of the alcohols, react with a wide variety of dienes in the presence of activated silica gel. The basic elimination of the phenylsulfonyl group in the resulting adducts gives high yields of the corresponding enones, thus showing the usefulness of these dienophiles as reactive synthetic equivalents of α,β-acetylenic ketones.

The Preparation of Some β-Sulfonylacrylate Thioesters and β-Sulfonylvinyl Ketones

β-Sulfonylacrylate phenyl and t-butyl thioesters, and β-sulfonylvinyl ketones have been prepared by oxidation of the corresponding β-aryl- and β-alkyl-thio compounds.In one case the β-sulfonylvinyl ketone was obtained from an epoxy sulfone.The β-aryl- and β-alkyl-thio compounds were obtained by chlorination-dehydrochlorination of saturated precursors.The reactions of 3-(phenylthio)propionyl chloride with organocadmium and Grignard reagents were used to prepare some of the saturated precursors of the β-sulfonylvinyl ketones.