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Upstream product

• 67-56-1 methanol 
• 4747-13-1 α-methoxystyrene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 81763-73-7 (E)-1-phenyl-1-(phenylseleno)-2-(p-toluenesulfonyl)ethene 
• 68819-94-3 p-tolyl benzeneselenosulfonate 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 
• 82721-83-3 C₂₁H₁₈O₃SSe 

Relevant academic research and scientific papers

Sulfonylation and Phosphinylation of Olefinic Compounds with Radical Species Generated by the Oxidation of Sodium Sulfinates and Diphenylphosphine Oxide

Sodium arenesulfinates are oxidized with manganese(III) 2-pyridinecarboxylate or ammonium cerium(IV) nitrates to generate sulfonyl radicals, which add to olefinic compounds to afford sulfonylated products in good yield. When 1-vinyl cyclic alcohols are used as sulfonyl radical acceptors, sulfonylation proceeds with ring-enlargement. Diphenylphosphinyl radical can also be generated by treating diphenylphosphine oxide with manganese(III) 2-pyridinecarboxylate and reacts with olefinic compounds, giving phosphinylated products.

Generation of Sulfonyl Radicals from Sodium Sulfinates by Oxidation with Metallic Oxidants and Their Addition Reaction with Olefins

Sodium arylsulfinates are treated with manganese(III) 2-pyridinecarboxylate or cerium(IV) tetrabutylammonium nitrate to generate sulfonyl radicals, which react with various olefins giving the addition products.

Selenosulfonation of Acetylenes: Preparation of Novel β-(Phenylseleno)vinyl Sulfones and Their Conversion to Acetylenic and β-Functionalized Sulfones

The 1,2-additions of Se-phenyl p-tolueneselenosulfonate (1) to acetylenes under mild conditions afford β-(phenylseleno)vinyl sulfones 3, generally in high yields.The reaction is highly regioselective (anti-Markovnikov) and stereoselective (anti) and proceeds via a free-radical chain mechanism initiated by the thermolysis of the selenosulfonate.The oxidation of β-(phenylseleno)vinyl sulfones with m-chloroperbenzoic acid generates the corresponding selenoxides 4, which undergo syn or base-catalyzed elimination to furnish acetylenic sulfones 5.Base-catalyzed alcoholyses of selenoxides 4 in methanol or ethylene glycol produce β-keto sulfone ketals 8 or 10, respectively.Free β-keto sulfones 11 are formed by the acid-catalyzed hydrolysis of the corresponding β-(phenylseleno)vinyl sulfones 3.