59475-60-4

Upstream product

• 824-79-3 sodium 4-methylbenzenesulfinate 
• 874-86-2 4-cyanobenzyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 105-07-7 4-cyanobenzaldehyde 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 3185-99-7 Methyl p-tolyl sulfone 
• 480424-47-3 (4-cyanobenzyl)zinc chloride 
• 41780-79-4 N'-(4-cyanobenzylidene)-4-methylbenzenesulfonohydrazide 
• 59475-53-5 (4-cyanobenzyl)(4-methylphenyl)sulfide 

Relevant academic research and scientific papers

Visible-Light-Catalyzed in Situ Denitrogenative Sulfonylation of Sulfonylhydrazones

A photocatalyzed in situ denitrogenative sulfonylation of N-arylsulfonyl hydrazones has been developed. This transformation provides a low-carbon strategy to assemble arylalkyl sulfones in a stepwise denitrogenation/sulfonylation manner.

Palladium Catalyzed Monoselective α-Arylation of Sulfones and Sulfonamides with 2,2,6,6-Tetramethylpiperidine·ZnCl·LiCl Base and Aryl Bromides

A palladium catalyzed Negishi-type α-arylation of sulfones and sulfonamides with a broad range of aryl bromides has been developed. The substrates are selectively metalated in situ with tmp·ZnCl·LiCl base (tmp: 2,2,6,6-tetramethylpiperidine) and cross-coupled in the presence of a catalyst system that is generated from Pd(dba)2 and XPhos. Electron-deficient, electron-rich, and heterocyclic aryl bromides have been successfully cross-coupled, and sensitive functional groups are well tolerated. Simple aryl bromides are converted overnight at 60 °C in THF while heteroaryl bromides are efficiently coupled within 2 h at 130 °C in a microwave reactor. The desired monoarylated α-branched benzyl sulfones and sulfonamides were obtained in good yields, and overarylation was not detected. The procedure is ideal for late stage functionalization in parallel medicinal chemistry.

CuI catalyzed sulfonylation of organozinc reagents with sulfonyl halides

In this study, a facile CuI catalyzed synthesis of sulfones involving a nucleophilic addition of functionalized organozinc reagents to organic sulfonyl chlorides is realized. This reaction proceeds efficiently at room temperature, giving rise to various functional group substituted sulfones, generally in moderate to high yields. The method provides a novel, simple, and promising strategy for functionalized sulfone synthesis in the research field of sulfur chemistry. the Partner Organisations 2014.

Synthesis of sulfones by iron-catalyzed decomposition of sulfonylhydrazones

The Fe-catalyzed decomposition of sulfonylhydrazones gives rise to sulfones. The reaction is quite general and allows the preparation of sulfones from a variety of aryl, alkyl, and α,β-unsaturated aldehydes and ketones. Crossover experiments reveal that the reaction is an intermolecular process, which may proceed by nucleophilic attack of the sulfinate anion on an iron carbene complex. Carbonyl compounds can be easily transformed into sulfones by Fe-catalyzed decomposition of the corresponding sulfonylhydrazones. The process most likely proceeds through an iron carbene complex and opens the door for the design of othernovel Fe-catalyzed reductive couplings. Copyright

Stereoselective control by face-to-face versus edge-to-face aromatic interactions: The case of C3-TiIV amino trialkolate sulfoxidation catalysts

The stereoselective oxidation of differently functionalised benzyl phenyl sulfides has been examined by using enantiopure TiIV trialkanolamine complexes. These complexes efficiently catalyse the sulfoxidation with good stereoselectivities. The

Homolytic Displacement at Saturated Carbon in Organocobalamines. Part 4

Benzyl and para-substituted benzylcobaloximes react with substituted arenesulphonyl chlorides under photochemical and anaerobic conditions at 0 deg C to give a variety of products including the sulphones, bibenzyls, and benzyl ethers of dimethylglyoxime in variable yields.However, when the reactions are carried out in the presence of a 1 mol excess of pyridine, the yield of sulphones is increased by at least 20percent in each case.The corresponding yield of bibenzyls is decreased and no trace of the benzyl ether of dimethylglyoxime is formed.On the other hand, the reaction of heteroaromatic methyl cobaloximes with arenesulphonyl chlorides form the corresponding sulphones as the exclusive organic product in good yield and with no side products.The reactions are interpreted in terms of a direct attack of the arenesulphonyl radical on the α carbon of the benzyl and heteroaromatic methyl ligand.

HOMOLYTIC DISPLACEMENT AT SATURATED CARBON CENTRE: SYNTHESIS OF BENZYLSULPHONES

The reactions of benzyl cobaloximes with p-substitued benzene sulphonyl chlorides under photochemical conditions from benzyl sulphones by novel SH2 process.