51287-54-8

Usage

Uses

Used in Pharmaceutical Industry:
1(3H)-Isobenzofuranone, 3-(phenylthio)is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs.
Used in Agrochemical Industry:
1(3H)-Isobenzofuranone, 3-(phenylthio)is also utilized as an intermediate in the synthesis of agrochemicals, playing a role in the creation of substances that can protect crops and enhance agricultural productivity.
Used in Organic Compounds Synthesis:
1(3H)-Isobenzofuranone, 3-(phenylthio)serves as an intermediate in the synthesis of other organic compounds, highlighting its importance in the broader field of organic chemistry.
Used in Antimicrobial Applications:
Due to its potential antimicrobial properties, 1(3H)-Isobenzofuranone, 3-(phenylthio)can be used as an antimicrobial agent, particularly in the development of new treatments for bacterial and fungal infections.
Used in Antioxidant Applications:
1(3H)-Isobenzofuranone, 3-(phenylthio)has been studied for its potential antioxidant properties, which could make it useful in the development of products that help prevent or mitigate oxidative stress and related conditions.
Used in Perfume Industry:
1(3H)-Isobenzofuranone, 3-(phenylthio)has been investigated for its potential use as a flavoring agent and fragrance ingredient in the perfume industry, capitalizing on its unique chemical structure to create novel scents.
Used in Flavor Industry:
Similarly, the compound's potential as a flavoring agent makes it a candidate for use in the development of new tastes and flavor profiles in the food and beverage industry.

Upstream product

• 42797-33-1 1,2-bis(phenyl thioester)benzene 
• 4122-56-9 methyl o-formylbenzoate 
• 108-98-5 thiophenol 
• 119-67-5 o-carboxybenzaldehyde 
• 16859-59-9 3-hydroxy-1(3H)-isobenzofuranone 
• 88-95-9 Phthaloyl dichloride 
• 4792-31-8 3,3-bis(phenylthio)isobenzofuran-1(3H)-one 
• 6295-21-2 3-chloro-1(3H)-isobenzofuranone 
• 57340-80-4 thallium thiophenoxide 

Downstream Products

• 84-80-0 vitamin K₁ 
• 65131-08-0 3-phenylsulfonylphthalide 
• 566151-88-0 3-benzyl-3-phenylsulfanyl-3H-isobenzofuran-1-one 
• 58976-97-9 6,11-dihydroxy-7,8,9,10-tetrahydro-5,12-naphthacene-quinone 
• 4589-35-9 2-methoxy-1,4-dihydroxyanthraquinone 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 1785-52-0 6,11-dihydroxy-5,12-naphthacenedione 
• 20494-73-9 1,2,3,4-tetrahydro-1,5,12-trihydroxynaphthacene-6,11-dione 
• 911836-65-2 2-(3,4-dimethoxynaphthalene-1-carbonyl)benzoic acid 
• 7011-98-5 3-benzyl-3H-isobenzofuran-1-one 
• 566151-81-3 3-allyl-3-benzenesulfonyl-3H-isobenzofuran-1-one 
• 1021499-77-3 ethyl 3-(2-phenylsulfonylmethylphenyl)-1,4-dihydroxynaphthalene-2-carboxylate 
• 58-27-5 menadione 
• 2348-77-8 2-phenyl[1,4]naphthoquinone 

Relevant academic research and scientific papers

Strategies towards potent trypanocidal drugs: Application of Rh-catalyzed [2?+?2?+?2] cycloadditions, sulfonyl phthalide annulation and nitroalkene reactions for the synthesis of substituted quinones and their evaluation against Trypanosoma cruzi

Rhodium-catalyzed [2 + 2 + 2] cycloadditions, sulfonyl phthalide annulations and nitroalkene reactions have been employed for the synthesis of 56 quinone-based compounds. These were evaluated against Trypanosoma cruzi, the parasite that causes Chagas disease. The reactions described here are part of a program that aims to utilize modern, versatile and efficient synthetic methods for the one or two step preparation of trypanocidal compounds. We have identified 9 compounds with potent activity against the parasite; 3 of these were 30-fold more potent than benznidazole (Bz), a drug used for the treatment of Chagas disease. This article provides a comprehensive outline of reactions involving over 120 compounds aimed at the discovery of new quinone-based frameworks with activity against T. cruzi.

TiCl4-Mediated Preparation of Thiophthalide Derivatives via Formal Thio-Passerini Reactions

By the formal extension of the Passerini reaction to thiocarbonyl derivatives, the straightforward preparation of thiophthalides is disclosed. This method involves the intermediate formation of a sulfanyl-phthalide and a titanium tetrachloride mediated is

Hauser–Kraus Annulation of Phthalides with Nitroalkenes for the Synthesis of Fused and Spiro Heterocycles

Hauser–Kraus annulation of sulfonylphthalides with simple conjugated nitroalkenes follows the expected pathway to furnish naphthoquinones in moderate yields. However, a strategic variation of this reaction by employing nitroalkenes bearing an additional nucleophilic site results in [4+4] annulation leading to complex fused and spiro heterocycles in high yields with high selectivity through a cascade process involving Michael addition, Dieckmann cyclization, and a series of eliminations and rearrangements.

Tandem reversible addition-intramolecular lactonization for the synthesis of 3-functionalized phthalides

A new tandem process based on reversible nucleophilic addition and intramolecular lactonization of methyl 2-formylbenzoate leads to the efficient synthesis of 3-functionalized phthalides, which are important precursors for the synthesis of quinone skeletons via Hauser-Kraus annulation. The reactions are successfully carried out under mild conditions in single operations.

First synthesis of 9,10-dimethoxy-2-methyl-1,4-anthraquinone: A naturally occurring unusual anthraquinone

The synthesis of 9,10-dimethoxy-2-methyl-1,4-anthraquinone, an unusual quinone, was achieved in five steps from p-benzoquinone. A Kochi-Anderson radical methylation features as the key step in the synthesis. The chemistry of a cyclopropa-1,4-anthracenedio

A new entry for the preparation of substituted aromatic carbonyl compounds mediated by Samarium(II) iodide

A new route to substituted aromatic lactones and lactams via SMI2-promoted desulfurization is described. Direct replacement of the phenylthio substituent by hydroxyalkylated groups featuring the novel accessible process for the construction of continuous quaternary carbon centers could be accomplished when the same type of reactions was undertaken with carbonyl compounds in the presence of SmI2.

Grignard Reactions on Ortho Dicarboxylic Arene Derivatives. Synthesis of 1,3-Dithienylisothianaphthene Compounds

1,3-Dithienylisothianaphthene (10a) is obtained through ring closure of 1,2-dithienoylbenzene (7a). The synthesis of 7a has been accomplished based on a Grignard reaction by adding 2-thiophene-magnesium bromide to 1,2-di(S-(2-pyridinyl)) benzenedithioate (6b) to obtain 7a in a yield of 95%. The use of 6b avoids the formation of the corresponding 3,3-dithienyl-3H-isobenzofuran-1(3H)-one (dithienylphthalide, 8). The same procedure is applied to obtain 1,3-dithienyl-4,5,6,7-tetradeuterioisothianaphthene (10b) and 1,3-dithienyl-4,5,6,7-tetrafluoroisothianaphthene (10c). The synthesis of the 2,3-dithienoylpyridine (12a), 3,4-dithienoylpyridine (12b), and 2,3-dithienoylpyrazine (12c) however fails. The presence of nitrogen in the central ring system influences the result of the Grignard reaction. Possibly the free electron pair of the nitrogen interferes with the formation of a stable six-membered ring intermediate which is essential for the diketone formation.

A Convenient Synthesis of (Acyloxy)alkyl α-Ethers of Phenols

(Acyloxy)alkyl α-ethers (1) of phenols, thiophenol, and catechols have been prepared in good yield by their alkylation with (acyloxy)alkyl α-chlorides or iodides in acetone in the presence of K2CO3.In addition, one example of an (acylthio)alkyl α-ether was prepared.Either partial or complete acylation rather than alkylation on oxygen took place if the α-iodide was not used except for reactions of 3-chloro-1(3H)-isobenzofuranone with phenol or catechol or the reaction of (benzoylthio)methyl chloride with β-estradiol.It is suggested that more alkylation takes place with iodide as a leaving group because of the tighter transition state that develops with the better nucleofuge.The alkylation reaction sequence has two advantages for the synthesis of 1: (1) the mildness of the reaction conditions and (2) the wide variety of acyl and alkyl groups that can be incorporated into the product through the (acyloxy)alkyl α-halides.

Electrochemically Induced Rearrangement of S,S-Diaryl Benzene-1,2-dicarbothioates

The electrochemical reduction of some S,S-diarylbenzene-1,2-dicarbothioates (1) in aprotic medium leads to 3,3-bis(arylthio)phthalides (2) in almost quantitative yield.The reaction is an example of an electrochemically induced chemical reaction.SRN1, in which no external nucleophile is needed and for which the required amount of charge is less than 0.1 F mol-1.