100375-03-9

Upstream product

• 53136-21-3 1-benzylsulphanyl-4-bromobenzene 
• 100-44-7 benzyl chloride 
• 98-58-8 4-bromobenzenesulfonyl chloride 
• 103-83-3 N,N'-dimethylbenzylamine 
• 5467-74-3 4-Bromophenylboronic acid 
• 4525-46-6 benzyltrimethylammonium iodide 
• 2297-64-5 p-bromophenylsulfonyl hydrazide 
• 6647-79-6 N'-benzylidene-4-bromobenzenesulfonohydrazide 
• 260783-80-0 N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 100-39-0 benzyl bromide 
• 5153-29-7 tris(4-bromophenyl)bismuthane 
• 106-53-6 para-bromobenzenethiol 
• 92022-45-2 S-(4-bromophenyl)-S-benzyl sulfoxide 

Downstream Products

• 7058-23-3 (4-phenylmethanesulfonyl-phenyl)-hydrazine 
• 1128100-64-0 2-(4-phenylmethanesulfonylphenyl)pyridine 
• 1021169-10-7 (R)-2-methyl-1-[2-(4'-phenylmethanesulfonyl-biphenyl-4-yl)-ethyl]-pyrrolidine 
• 68667-99-2 1-bromo-4-[(E)-2-phenylethenesulfonyl]benzene 

Relevant academic research and scientific papers

A Novel Synthesis of Alkyl Aryl Sulfones via the Telluride Ion-Assisted Coupling of Arenesulfonyl Chlorides with Alkyl Halides

Arenesulfonyl chlorides undergo a facile one-pot coupling reaction with primary alkyl iodides and benzyl halides through the telluride ion-induced polarity reversal, giving the corresponding alkyl aryl sulfones in acceptable yields.

Asymmetric synthesis of aryl benzyl sulfoxides by vanadium-catalysed oxidation: A combination of enantioselective sulfide oxidation and kinetic resolution in sulfoxide oxidation

Enantioselective vanadium-catalysed oxidation of aryl benzyl sulfides using Bolm's procedure is accompanied by kinetic resolution in the oxidation of the resulting sulfoxides which enhances the enantiopurities of the sulfoxides recovered (typically >90% ee), albeit with an associated reduction in yield. The effects of ligand, solvent and reaction conditions are discussed in detail. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Cu2O-catalyzed C–S coupling of quaternary ammonium salts and sodium alkane-/arene-sulfinates

A new protocol for the synthesis of (enantioenriched) benzylic sulfones via the Cu2O-catalyzed C–S bond cross coupling of alkane-/arene-sulfinates and (enantioenriched) benzylic quaternary ammonium salts has been developed. The product benzylic sulfones were obtained in good to high yields (75–96%). Chiral arylmethyl sulfones with high enantiomeric excess (90–94% ee) were also synthesized in the presence of Cu2O and 1,1′-bis-(diphenylphosphino)ferrocene (dppf).

Enantioselective sulfoxidation and kinetic resolution combined protocol mediated by a functionalized (S)-norcamphor-based hydroperoxide/titanium(IV) isopropoxide system

A functionalized tertiary furyl hydroperoxide derived from (S)-norcamphor has been easily synthesized in good yield and in a highly diastereoselective manner. Good to high enantioselectivities (up to 99% ee) and acceptable to good yields (up to 86%) were achieved for the sulfoxides, by tandem stereoconvergent asymmetric sulfoxidation and kinetic resolution when using the novel hydroperoxide s oxygen donor and chirality source in the presence of catalytic loadings of titanium(IV) isopropoxide as the catalyst.

Ag?CeO2 nanoparticles with “rice ball” configuration as an efficient and heterogeneous nanocatalyst for the selective oxidation of sulfides to sulfones with 30% H2O2

Abstract: Ag?CeO2 with a rice-ball configuration as a heterogeneous and highly efficient catalyst was described for activation of H2O2 in the selective oxidation of aromatic and aliphatic sulfides to their corresponding sulfones. Ag nanoparticles in the CeO2–Ag interface increase the oxygen vacancy defects on the surface of CeO2 and oxygen vacancy defects promote the reduction of Ce4+ to Ce3+ to keep the electroneutrality. Generated Ce3+ species act as the active sites in the interface of CeO2–Ag to promote the oxidation of sulfides to sulfones. Compatibility with various aromatic and aliphatic sulfides, excellent selectivity, high yield of product, simple experimental procedure, and mild reaction conditions are some of the precious advantages of Ag?CeO2/H2O2 catalyst system. Graphic abstract: [Figure not available: see fulltext.]

Multicomponent Synthesis of Sulfones and Sulfides from Triarylbismuthines and Sodium Metabisulfite in Deep Eutectic Solvents

This study describes a novel and catalyst-free methodology for the multicomponent synthesis of a broad range of sulfones, disulfides, and sulfides from non-toxic triarylbismuthines (Ar3Bi) and sodium metabisulfite (Na2S2O5) in deep eutectic solvents (DESs). The fine tuning of the DESs properties allowed the solubility of all reagents, enhancing their reactivity, as well as, the recyclability of the reaction medium for at least 5 consecutive cycles. Thus, this versatile strategy uses non-toxic reagents without the need of metal catalysts in a sustainable solvent, being an interesting alternative to traditional hazardous protocols.

Cobalt-Catalyzed Redox-Neutral Sulfonylative Coupling from (Hetero)aryl Boronic Acids, Ammonium Salts and Potassium Metabisulfite

An efficient cobalt-catalyzed redox-neutral sulfonylative coupling to afford (hetero)aryl alkyl sulfones from boronic acids, ammonium salts and potassium metabisulfite has been realized. Commercially available and air-stable CoCl2, in combination with phenanthroline ligand, is sufficient to achieve rapid and high-yielding conversion of the reactants into the corresponding sulfones. This practical transformation proceeds smoothly through C?N bond cleavage under redox-neutral catalytic conditions and shows broad functional-group tolerance. Other carbon based electrophiles, including diaryliodonium salts, heteroaryl halides, and carbonates were compatible. Further transformation of aryl alkyl sulfones then allows conversion into olefins, alkenyl sulfones and halogenated sulfones, respectively, in a one-pot process.

Copper-catalyzed sulfonylation ofN-tosylhydrazones followed by a one-pot C-N bond formation

A new methodology to synthesize sulfonyl-N-phenylaniline derivativesviathe trapping of bromo-sulfone derivatives generated fromN-tosylhydrazones (NTHs) with amines is described. The reaction proved successful for a wide range of NTHs and amines and tolera

Method for synthesizing organic sulfone molecules by using novel sulfone benzylation reagent

The invention belongs to the technical field of organic synthesis, and particularly relates to a method for synthesizing organic sulfone molecules by using a novel sulfone benzylation reagent. Easilyavailable sulfonylhydrazine and dibenzyl phosphite are taken as initial reaction raw materials, N,N-dimethylformamide (DMF) is taken as a reaction medium, sodium iodide (NaI) is taken as a catalyst, and organic sulfone molecules are synthesized through reaction at 60 DEG C, wherein dibenzyl phosphite is a novel sulfone benzylation reagent. The method has the advantages that the raw materials are cheap and easy to obtain, the method can be amplified to gram-level reaction to synthesize the active organic sulfone molecule with the sulfone benzyl structure, complex reaction conditions such as anytransition metal catalyst are not needed in the reaction, and heavy metal residues of the synthesized active drug molecule and pollution to the environment are avoided.

Base-controlled divergent synthesis of vinyl sulfones from (benzylsulfonyl)benzenes and paraformaldehyde

A tuneable metal-free protocol for the selective preparation of a-substituted vinyl sulfone and (E)-vinyl sulfone derivatives has been described. In this process, stable paraformaldehyde was used as the carbon source. The base played an important role in the selectivity control of transformations. More than 50 products were synthesized with excellent chemoselectivity and broad functional group tolerance.