82745-72-0

Usage

Uses

Used in Organic Synthesis:
2-(4-methylphenyl)sulfonyloxybenzoic acid is used as a reagent in organic synthesis for the preparation of various pharmaceutical and agrochemical products. Its unique chemical structure allows for versatile reactions and the formation of diverse compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-(4-methylphenyl)sulfonyloxybenzoic acid is employed as a key intermediate in the synthesis of potential drug candidates. Its properties make it a valuable component in the development of new therapeutic agents.
Used in Pharmaceutical Industry:
2-(4-methylphenyl)sulfonyloxybenzoic acid is used as a building block in the pharmaceutical industry for creating novel medications. Its structural features contribute to the design of drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
2-(4-methylphenyl)sulfonyloxybenzoic acid is also utilized in the agrochemical industry as a precursor for the development of new pesticides and other agrochemical products, enhancing crop protection and yield.
Used as Anti-inflammatory and Analgesic Agent:
Due to its structural similarity to non-steroidal anti-inflammatory drugs, 2-(4-methylphenyl)sulfonyloxybenzoic acid is studied for its potential use as an anti-inflammatory and analgesic agent, offering a new avenue for the treatment of pain and inflammation.

InChI:InChI=1/C14H12O5S/c1-10-6-8-11(9-7-10)20(17,18)19-13-5-3-2-4-12(13)14(15)16/h2-9H,1H3,(H,15,16)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 69-72-7 salicylic acid 
• 51207-44-4 methyl 2-{[(4-methylphenyl)sulfonyl]oxy}benzoate 
• 19820-56-5 2-formylphenyl tosylate 
• 90-02-8 salicylaldehyde 
• 127087-38-1 potassium 2-[[(4-methylphenyl)sulfonyl]oxy]benzoate 

Downstream Products

• 2948-14-3 furan-2-carboxylic acid phenyl ester 
• 127087-38-1 potassium 2-[[(4-methylphenyl)sulfonyl]oxy]benzoate 
• 60769-40-6 Sodium; 2-(toluene-4-sulfonyloxy)-benzoate 
• 751-38-2 1,2,3,4-tetraphenylnaphthalene 
• 16106-44-8 potassium tosylate 
• 69-72-7 salicylic acid 
• 205989-12-4 luotonin A 
• 19434-30-1 2-hydroxy-4'-methylbenzophenone 
• 640-60-8 toluene-4-sulfonic acid phenyl ester 
• 61153-72-8 2-(Tosyloxy)benzoylchlorid 

Relevant academic research and scientific papers

Cleavage of Carboxylic Esters by Aluminum and Iodine

A one-pot procedure for deprotecting carboxylic esters under nonhydrolytic conditions is described. Typical alkyl carboxylates are readily deblocked to the carboxylic acids by the action of aluminum powder and iodine in anhydrous acetonitrile. Cleavage of lactones affords the corresponding ω-iodoalkylcarboxylic acids. Aryl acetylates undergo deacetylation with the participation of the neighboring group. This method enables the selective cleavage of alkyl carboxylic esters in the presence of aryl esters.

Deoxygenative Deuteration of Carboxylic Acids with D2O

We report a general, practical, and scalable means of preparing deuterated aldehydes from aromatic and aliphatic carboxylic acids with D2O as an inexpensive deuterium source. The use of Ph3P as an O-atom transfer reagent can facilitate the deoxygenation of aromatic acids, while Ph2POEt is a better O-atom transfer reagent for aliphatic acids. The highly precise deoxygenation of complex carboxylic acids makes this protocol promising for late-stage deoxygenative deuteration of natural product derivatives and pharmaceutical compounds.

Deoxygenative Arylation of Carboxylic Acids by Aryl Migration

An unprecedented deoxygenative arylation of aromatic carboxylic acids has been achieved, allowing the construction of an enhanced library of unsymmetrical diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chemistry allows for precise cleavage of a stronger C?O bond and formation of a weaker C?C bond by 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic, and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields.

A Predictive Model for the Decarboxylation of Silver Benzoate Complexes Relevant to Decarboxylative Coupling Reactions

Decarboxylative coupling reactions offer an attractive route to generate functionalized arenes from simple and readily available carboxylic acid coupling partners, yet they are underutilized due to limitations in the scope of carboxylic acid coupling partner. Here we report that the field effect parameter (F) has a substantial influence on the rate of decarboxylation of well-defined silver benzoate complexes. This finding provides the opportunity to surpass current substrate limitations associated with decarboxylation and to enable widespread utilization of decarboxylative coupling reactions.

Ruthenium(II) oxidase catalysis for C-H alkenylations in biomass-derived γ-valerolactone

Ruthenium(ii) biscarboxylate oxidase catalysis is a powerful tool for the assembly of functionalized arenes with oxygen as a green oxidant, but this strategy was thus far limited to its use in traditional organic solvents. Herein, we report on a green procedure for the ruthenium(ii) biscarboxylate-catalysed C-H functionalisation in biomass-derived γ-valerolactone as the reaction medium. The oxidase catalysis was characterized by ample substrate scope and proceeded efficiently with oxygen as the sole oxidant. The overall green nature of this C-H-activation methodology is reflected by H2O being the only by-product.

Concise approach to mono- And disubstituted luotonin A analogs and their cytotoxicity test

A concise approach for the preparation of luotonin A analogs has been developed. The new synthetic route contains an anion-assisted intramolecular double hetero Diels Alder reaction and a direct oxidative cross coupling reaction. Some synthetic luotonin A analogs show cytotoxic activities against Daudi and Jurkat human cancer cells as potent as camptothecin.

Aromatic-ring azacyclo derivatives and application thereof

Aromatic-ring azacyclo derivatives and an application thereof are provided. The invention relates to compounds represented by the formula (V), and a preparation method and an application thereof in medicines. In particular, the invention relates to derivatives of the compounds represented by the general formula (V), and a preparation method and the application thereof as therapeutic agents in prevention and treatment of hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, hepatic steatosis, type-II diabetes, hyperglycemia, obesity or insulin resistance syndromes and metabolic syndromes. The compounds disclosed by the invention also can reduce total cholesterol, LDL-cholesterol and triglycerides, increase the expression of hepatic LDL receptors and inhibit the expression of PCSK9.

Generation of Benzyne in the Thermal Decomposition of 2-Carboxyphenyl p-Toluenesulfonate

The scope and the mechanism of the generation of 1,2-dehydrobenzene in the thermal decomposition of 2-carboxyphenyl p-toluenesulfonate and its salts (3) have been studied. 1,2-Dehydrobenzene, which can be trapped with dienic or nucleophilic reagents, is formed in a nonconcerted process with the intermediacy of a species C6H4CO2 (11) (probably benzoxet-2-one).A complex mixture of disalicylide, trisalicylide, and some other polysalicylides is formed, in the absence of trapping agents, by polymerization of this intermediate.