860700-93-2

Upstream product

• 15898-42-7 sodium 4-cyanobenzenesulfinate 
• 536-74-3 phenylacetylene 
• 100-42-5 styrene 
• 65128-79-2 p-cyanobenzenesulphinic acid 
• 948-97-0 2,3-diphenyl-1-propene 
• 799797-30-1 4-cyanobenzene-1-sulfonohydrazide 
• 16717-64-9 1-azidostyrene 
• 49584-26-1 p-cyanobenzenesulfonyl chloride 
• 492-38-6 2-phenylacrylic acid 
• 2206-94-2 1-acetoxy-1-phenylethene 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 1253695-41-8 4-(2,5,5-triphenyl-4,5-dihydrofuran-3-ylsulfonyl)benzonitrile 
• 1253695-68-9 N'-hydroxy-4-(2-oxo-2-phenylethylsulfonyl)benzimidamide 
• 1253695-46-3 4-[5-benzyl-5-methyl-2-phenyl-4,5-dihydrofuran-3-ylsulfonyl]benzonitrile 

Relevant academic research and scientific papers

Oxy-sulfonylation of terminal alkynesviaC-S coupling enabled by copper photoredox catalysis

We report the first literature example using visible light-induced trimethylsilyl azide (TMS-N3)-assisted copper-catalyzed oxy-sulfonylation of terminal C-C bonds to form β-keto sulfones (C-S bond formation). TMS-N3promotes the reaction by facilitating the formation of sulfonyl radicals, which later decompose into N2gas upon light irradiation. This method involves the use of commercially available and stable starting materials. Also, a wide range of functional groups have been well-tolerated under the current photoredox process, evading the side product formation. Potent biologically active compounds, such as CES1, 11β-HSD1 inhibitors, anti-analgesic agents, and reactive synthesis intermediates were synthesized to demonstrate the synthetic utility of the current methodology. Moreover, green chemistry metrics and Eco-scale evaluation for the current photochemical method show that the protocol is eco-friendly and highly efficient.

Photosensitizer-free synthesis of β-keto sulfones: Via visible-light-induced oxysulfonylation of alkenes with sulfonic acids

A practical and environment-friendly methodology for the construction of β-keto sulfones through visible-light induced direct oxysulfonylation of alkenes with sulfonic acids at ambient temperature under open-air conditions was developed. Most importantly, the reaction proceeded smoothly without the addition of any photocatalyst or strong oxidant, ultimately minimizing the production of chemical waste.

Copper-Catalyzed Aerobic Oxidative Cleavage of Unstrained Carbon-Carbon Bonds of 1,1-Disubstituted Alkenes with Sulfonyl Hydrazides

Alkoxy radical-mediated carbon-carbon bond cleavages have emerged as a powerful strategy to complement traditional ionic-type transformations. However, carbon-carbon cleavage reaction triggered by alkoxy radical intermediate derived from the combination of alkyl radical and dioxygen, is scarce and underdeveloped. Herein, we report alkoxy radical, which was generated from alkyl radical and dioxygen, mediated selective cleavage of unstrained carbon-carbon bond for the oxysulfonylation of 1,1-disubstituted alkenes, providing facile access to a variety of valuable β-keto sulfones. Mechanistic experiments indicated alkoxy radical intermediate that underwent subsequent regioselective β-scission might be involved in the reaction and preliminary computational studies were conducted to provide a detailed explanation on the regioselectivity of the C—C bond cleavage. Notably, the strategy was successfully applied for constructing uneasily obtained architecturally intriguing molecules.

Photo-Mediated Decarboxylative Ketonization of Atropic Acids with Sulfonyl Hydrazides: Direct Access to β-Ketosulfones

An efficient formation of synthetically and biologically relevant β-ketosulfones via a photo-mediated decarboxylative ketonization of atropic acids was disclosed. The approach features metal-free conditions, good functional group compatibility, readily available starting materials and the use of ubiquitous dioxygen as both oxygen source and oxidant. Furthermore, mechanistic studies reveal that the decarboxylative ketonization reaction proceeds via a radical mechanism and may involve a radical chain reaction. (Figure presented.).

Method for preparing β-ketone sulfone compound through visible light-mediated atorvastatin decarboxylation reaction (by machine translation)

The preparation method of the invention has the characteristics β - that raw materials are simple and easy to obtain, the operation is simple . the reaction conditions are mild, and the reaction system is not sensitive to water . is a method for preparing,ketone sulfone compounds, by using environment-friendly (-source extensive atorvastatin as reactants), and then fully dissolving β -communicating oxygen balloon, in a mixed solvent of acetonitrile and water to obtain, ketal sulphone compounds by reacting, with a stable odorless sulfonyl hydrazide in a mixed solvent of acetonitrile and water under the irradiation of visible light. (by machine translation)

Metal-Free Electrochemical Coupling of Vinyl Azides: Synthesis of Phenanthridines and β-Ketosulfones

We reported an efficient and environmentally benign electrochemical synthesis of phenanthridines by oxidative coupling of vinyl azides with sodium azide or benzenesulfonyl hydrazides, for the first time. The reaction conditions are mild, and no additional metal-catalyst or exogenous oxidants are needed. The protocol has broad substrate scope and high functional group tolerance. Furthermore, this green electrochemical procedure can be readily extended to the synthesis of β-ketosulfones. Gram scale reactions further demonstrate the practicability.

Preparation method of beta-carbonyl sulfone compound

The invention discloses a preparation method of a beta-carbonyl sulfone compound, and belongs to the technical field of organic synthesis. The preparation method of the beta-carbonyl sulfone compoundis provided for solving the problems that in the prior art, operation is complex, the substrate range is narrow, and the functional group tolerance is poor. The preparation method comprises the stepsof taking a compound shown in formula I and a compound shown in formula II as raw materials, taking copper salt as a catalyst, carrying out reaction in an organic solvent, and after the reaction is completed, carrying out aftertreatment to obtain the beta-carbonyl sulfone compound. The preparation method is simple and convenient to operate, mild in reaction condition, wide in substrate range and good in functional group tolerance, the yield reaches up to 93%, and the synthesis cost is remarkably reduced.

Visible-light-promoted oxidative difunctionalization of alkenes with sulfonyl chlorides to access β-keto sulfones under aerobic conditions

A mild, practical and efficient strategy to prepare β-keto sulfones has been developed by visible light promoted reactions. This reaction involves Ir(ppy)2(dtbbpy)PF6 catalyzed direct funcationalization of alkenes with sulfonyl chlorides under mild conditions. Air was used as oxidant without any additives. The transformation affords the corresponding products in moderate to high yields.

Synthesis method of beta-ketosulfone compound

The invention aims at providing a synthesis method of a beta-ketosulfone compound. The beta-ketosulfone compound is generated through oxidative carbonylation reaction of aryl sulfonyl chloride and olefin under visible light promotion in a neutral condition and then oxidation.

Sulfonation and trifluoromethylation of enol acetates with sulfonyl chlorides using visible-light photoredox catalysis

A mild, practical method to prepare α-sulfonyl and α-trifluoromethyl ketones from readily available enol acetates and sulfonyl chlorides has been developed using visible-light photoredox catalysis. The method could be used with a wide range of enol acetates and sulfonyl chlorides, and gave the desired products in satisfactory to excellent yields. A practical method to prepare α-sulfonyl and α-trifluoromethyl ketones from enol acetates and sulfonyl chlorides using visible-light photoredox catalysis is presented. Copyright