52823-85-5

Upstream product

• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 536-57-2 p-toluene sulfinic acid 
• 769-92-6 4-tert-Butylaniline 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 271788-83-1 tris(4-(tert-butyl)phenyl)bismuthane 
• 106-38-7 para-bromotoluene 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 624-31-7 4-tolyl iodide 
• 15084-51-2 4-tert-butylbenzenesulfonyl chloride 
• 36651-88-4 N-(4-methylphenylazo)pyrrolidine 
• 65604-75-3 4-(tert-butyl)benzenesulfonyl hydrazide 

Downstream Products

• 53348-84-8 C₃₂H₃₀O₂S 

Relevant academic research and scientific papers

Sulfonylation of Aryl Halides by Visible Light/Copper Catalysis

An efficient visible-light-assisted, copper-catalyzed sulfonylation of aryl halides with sulfinates is reported. In our protocol, a single ligand CuI photocatalyst formed in situ was used in the photocatalytic transformation. Diverse organosulfones were obtained in moderate to good yields. This strategy demonstrates a promising approach toward the synthesis of diverse and useful organosulfones.

Visible-light-driven electron donor-acceptor complex induced sulfonylation of diazonium salts with sulfinates

This work reports an efficient sulfonylation reaction enabled by a visible-light-induced radical coupling reaction between phenyl/heterocyclic diazonium salts and sulfinates. Mechanistic experiments disclosed the formation of a versatile electron donor-acceptor (EDA) complex. This transformation is characterized by an easy operational procedure under mild conditions which avoids transition metals, ligands, catalysts, and oxidants.

Sulfonylation of Bismuth Reagents with Sulfinates or SO2through BiIII/BiV Intermediates

Studies to explore the catalytic activities of main-group elements are attractive. We report here our study of sulfonylation of bismuth reagents with sulfinates or SO2 surrogates. Under oxidative conditions, triarylbismuthines and sulfinates were transformed into diaryl sulfones. A transition-metal-like two-electron redox process at the Bi center was achieved in this reaction. Sulfur dioxide generated in situ can also replace sulfinates to deliver the corresponding symmetric diaryl sulfones. A rational mechanism for this reaction was also proposed that involves a Bi(III)-Bi(V) manifold.

TosMIC and its derivatives as versatile sulfonylating agents for the synthesis of p-toluenesulfonylarenes from aryl halides and arylboronic acids

An efficient copper(II) catalyzed sulfonyation of aryl halides has been achieved using TosMIC (p-toluenesulfonylmethyl isocyanide) as a sulfonylating agent. This newly developed sulfonylation approach provides an easy access for the synthesis of diaryl sulfones from aryl bromides, iodides and boronic acids with TosMIC under neutral conditions. This method is useful for the sulfonylation of aryl boronic acids under similar conditions. This is the first report on the sulfonylation of aryl bromides, iodides and boronic acids using TosMIC.

Method for preparing diphenyl sulfone compound through catalysis of palladium acetate

The invention discloses a method for preparing a diphenyl sulfone compound shown in formula (III) through catalysis of palladium acetate. The method comprises the following steps: fully reacting a bromobenzene compound as shown in formula (I), sodium sulfate and a benzoic acid compound as shown in formula (II) in a reaction medium with dimethylformamide (DMF) as a solvent under the action of palladium acetate as a catalyst and alkali metal carbonate as a base to prepare a reactant, and carrying out aftertreatment on the reactant to prepare the diphenyl sulfone compound. The catalyst is 20-mol%equivalent of the palladium acetate, and the alkali metal carbonate is cesium carbonate; in a reaction formula as shown in specification, R1 is selected from one of the following components: hydrogenand methyl; R2 is selected from one of the following components: hydrogen, methyl, methoxyl and trifluoromethoxy; the raw materials are simple, convenient and easy to obtain, and the preparation conditions are mild; the cost is low, and the requirement on equipment is low; aftertreatment is facilitated; and a catalytic system has wide adaptability and is suitable for large-scale industrial production.

An efficient heterogeneous copper fluorapatite (CuFAP)-catalysed oxidative synthesis of diaryl sulfone under mild ligand- and base-free conditions

A simple, eco-friendly and efficient method for the synthesis of unsymmetrical diaryl sulfones using heterogeneous copper fluorapatite (CuFAP)-catalysed coupling of aryl sulfonic acid and phenyl boronic acid has been developed with good to excellent yields without use of any ligand, base or co-catalyst. Broad substrate scope and gram scale operations are the important features of this method.

Cross-Coupling of Sodium Sulfinates with Aryl, Heteroaryl, and Vinyl Halides by Nickel/Photoredox Dual Catalysis

An efficient photoredox/nickel catalyzed sulfonylation reaction of aryl, heteroaryl, and vinyl halides has been achieved for the first time. This newly developed sulfonylation protocol provides a versatile method for the synthesis of diverse aromatic sulfones at room temperature and shows excellent functional group tolerance. The electrophilic coupling partners are not limited to aryl, heteroaryl, and vinyl bromides and iodides, but also includes less reactive aryl chlorides as suitable substrates for this transformation.

A practical synthesis of aryl sulfones via cross-coupling of sulfonyl hydrazides with aryltriazenes using copper/ionic liquid combination

A new and efficient approach adopting copper-catalyzed cross-coupling of sulfonyl hydrazides with aryltriazenes has been developed to synthesize aryl sulfones using Br?nsted acidic ionic liquid as promoter under ambient conditions. The process employs stable and easy to handle reacting partners, and is endowed with broad substrate scope.

Copper(i)-catalyzed sulfonylative Suzuki-Miyaura cross-coupling

Using a simple copper(i) catalyst has allowed a high yielding sulfonylative-Suzuki-Miyaura cross-coupling reaction to be developed. The process provides a single step route to diaryl sulfones from the direct combination of aryl boronic acids, sulfur dioxide and aryl iodides, and represents the first sulfonylative variant of a classic cross-coupling reaction. Sulfur dioxide is delivered from the surrogate reagent, DABSO. Variation of the reaction conditions allowed interruption of the sulfonylative-Suzuki coupling, resulting in the formation of a presumed Cu-sulfinate intermediate. These sulfinates could be trapped as their sodium salts and treated with electrophiles to allow access to arylalkyl sulfones, β-hydroxyl sulfones, sulfonamides and sulfonyl fluorides.

Copper-mediated cascade synthesis of diaryl sulfones via the sandmeyer reaction

A convenient and efficient method for the copper-mediated cascade synthesis of diaryl sulfones via the Sandmeyer reaction has been developed. The protocol uses readily available aryl amines and arylsulfinic acids as the starting materials, isoamyl nitrite as the diazotizating reagent of the aryl amines, and the method shows mild reaction conditions and high tolerance towards various functional groups in the substrates. Georg Thieme Verlag Stuttgart New York.