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Usage

Uses

Used in Pharmaceutical Industry:
3-phenyl-1H-isochromen-1-one is used as a precursor for the synthesis of various pharmaceutical drugs due to its unique chemical structure and bioactive properties. It serves as a valuable scaffold for drug design, contributing to the development of new therapeutic agents.
Used in Antioxidant Applications:
3-phenyl-1H-isochromen-1-one is used as an antioxidant in food and cosmetic products, leveraging its ability to neutralize free radicals and protect against oxidative damage. Its antioxidant properties help maintain the quality and shelf life of food products while providing skin protection in cosmetic formulations.
Used in Anti-inflammatory Applications:
3-phenyl-1H-isochromen-1-one is used as an anti-inflammatory agent, demonstrating its potential to reduce inflammation and alleviate associated symptoms. Its anti-inflammatory properties make it a valuable component in the development of treatments for various inflammatory conditions.
Used in Cytotoxic Applications:
3-phenyl-1H-isochromen-1-one is used as a cytotoxic agent, particularly in the context of cancer research. Its ability to inhibit the growth and proliferation of cancer cells makes it a promising candidate for the development of novel anticancer therapies.
Used in Antimicrobial Applications:
3-phenyl-1H-isochromen-1-one is used as an antimicrobial agent, exhibiting its potential to inhibit the growth of various microorganisms. This property makes it a valuable component in the development of products with antimicrobial properties, such as preservatives in food products or active ingredients in cosmetic formulations.

Upstream product

• 100954-48-1 4-bromo-3-phenyl-isochroman-1-one 
• 2289-04-5 1-oxo-3-phenyl-1H-isochromene-4-carbonitrile 
• 2881-31-4 2-(2-oxo-2-phenylethyl)benzoic acid 
• 108-24-7 acetic anhydride 
• 703-59-3 homophthalic anhydride 
• 68395-72-2 N-phenylselenenyl succinimide 
• 60901-21-5 o-styrylbenzoic acid 
• 22115-36-2 4-Bromo-3-phenyl-1H-benzo-2-pyran-1-one 
• 2674-44-4 3-phenyl-isochroman-1-one 
• 201230-82-2 carbon monoxide 
• 92106-65-5 2-(2-iodophenyl)-1-phenylethan-1-one 
• 32183-76-9 2-(phenylethynyl)benzonitrile 
• 33578-05-1 methyl 2-(phenylethynyl)benzoate 
• 80221-08-5 2-(2-phenylethynyl)benzamide 

Downstream Products

• 53067-91-7 2-(2-benzoylphenyl)-1-phenylethan-1-one 
• 3712-95-6 9a-phenyl-9a,15b-dihydro-phenanthro[9',10';5,6][1,4]dioxino[2,3-c]isochromen-11-one 
• 861794-91-4 2-phenacyl-deoxybenzoin 
• 2881-31-4 2-(2-oxo-2-phenylethyl)benzoic acid 
• 29539-10-4 3-phenyl-1H-isochromene 
• 7115-13-1 3-phenylisoquinoline-1-ol 
• 35968-90-2 1,2-dihydro-4-phenyl-5H-benzo2,3-diazepin-1-one 
• 7115-13-1 3-phenyl-2H-isoquinolin-1-one 
• 171969-52-1 1,3-Diphenyl-isochroman 
• 22129-49-3 methyl 2-(2-oxo-2-phenylethyl) benzoate 
• 38453-85-9 2-[2-(hydroxymethyl)phenyl]-1-phenylethanol 
• 54199-56-3 3-phenyl-1-thioisocoumarin 
• 1721-96-6 1-methyl-3-phenylisoquinoline 
• 53067-92-8 2-(2-acetylphenyl)-1-phenylethan-1-one 

Relevant academic research and scientific papers

Synthesis of 3-substituted isocoumarin derivatives via CuI-catalyzed reaction of o-bromobenzamides with 1,3-diketones

An approach to a variety of 3-substituted isocoumarins has been developed. The reaction proceeded from o-bromobenzamide derivatives and 1,3-diketones via CuI-catalyzed reaction in DMF under the action of KOat 120°C without ligands or additives. Georg Thieme Verlag Stuttgart · New York.

Synthesis of hexacyclic fused isocoumarin framework through selective domino multicyclizations under catalyst and solvent free conditions

A novel fused isocoumarin skeleton has been synthesized through selective domino multicyclizations by mixing homothallic acid and 2,3-diphenylacryloyl chloride at 200 °C under catalyst and solvent free reaction conditions. Six fused rings with two stereogenic centers were assembled in a convenient one-pot operation in good yield. The resulting hexacyclic fused isocoumarin skeleton and its stereochemistry was fully characterized and unambiguously confirmed by X-ray diffraction analysis.

Cu(OAc)2 catalyzed ultrasound assisted rapid synthesis of isocoumarin derivatives bearing 3-oxobutyl moiety at C-4 position

A rapid synthesis of isocoumarins has been achieved via the Cu-catalysed cascade reaction involving tandem intramolecular cyclization followed by olefin addition under ultrasound irradiation. The methodology involved one-pot reaction of 2-alkynylbenzoate

Transition-metal-free oxidative cyclization reaction of enynals to access pyrane-2-one derivatives

A novel and efficient metal-free C-H functionalization of enynals is developed to synthesize α-pyrone derivatives via the formation of two C-O bonds. In this project, K2S2O8 has been introduced as an efficient oxygen source and C-H functionalization agent in regioselective oxidative cyclization reaction with a relatively broad substrate scope.

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Modular synthesis of 3-substituted isocoumarinsviasilver-catalyzed aerobic oxidation/6-endoheterocyclization ofortho-alkynylbenzaldehydes

A method involving silver-catalyzed aerobic oxidation/6-endoheterocyclization ofortho-alkynylbenzaldehydes to yield 3-substituted isocoumarins is described. The developed protocol allows convenient access to a range of synthetically useful 3-substituted isocoumarins and related fused heterocyclolactones in good to high yields, using silver tetrafluoroborate as the catalyst, and atmospheric oxygen as the terminal oxidant and the source of endocyclic oxygen. Mechanistic studies suggest the involvement of a free-radical pathway.

Synthesis and Catalytic Activity of Atrane-type Hard and Soft Lewis Superacids with a Silyl, Germyl, or Stannyl Cationic Center

The synthesis and isolation of atrane-type molecules 1E+ (E=Si, Ge, or Sn) having a cationic group 14 elemental center are reported. The cations 1E+ act as hard and soft Lewis superacids, which readily interact with various hard and soft Lewis basic substrates. The rigid atrane framework stabilizes the localized positive charge on the elemental center and assists the formation of the well-defined highly coordinated states of 1E+. The cations were applied to the hydrodefluorination, Friedel-Crafts reaction, alkyne cyclization, and carbonyl reduction as Lewis acid catalysts. Most notably, [1Si][ClO4] exhibits unique chemoselectivity that depends on a solvent in the competitive reaction of silyl enol ether with a mixture of benzaldehyde dimethyl acetal and benzaldehyde. Our findings indicate the potential of hard and soft Lewis superacids in organic synthesis.

Synthesis of 4-Selanyl- And 4-Tellanyl-1 H-isochromen-1-ones Promoted by Diorganyl Dichalcogenides and Oxone

A new method was developed for the synthesis of 4-chalcogenyl-1H-isochromen-1-ones through the 6-endo-dig electrophilic cyclization of 2-alkynylaryl esters and diorganyl dichalcogenides under ultrasound irradiation. The reactions were performed under mild

Visible Light-Promoted Magnesium, Iron, and Nickel Catalysis Enabling C(sp3)-H Lactonization of 2-Alkylbenzoic Acids

A mild and practical C(sp3)-H lactonization protocol has been achieved by merging photocatalysis and magnesium (iron, nickel) catalysis. A diverse range of 2-alkylbenzoic acids with a variety of substitution patterns could be transformed into the corresponding phthalide products. Based on the mechanistic experimentation and reported prior studies, a possible mechanism for the benzylic oxidative lactonization reaction was proposed with the hypothetic photoactive ternary complex formed between the 2-alkylbenzoic acid substrate, magnesium ion, and bromate anion.

Method for synthesizing isocoumarin derivative under catalysis of silver and application of isocoumarin derivative

The invention belongs to the technical field of organic synthetic chemistry, and particularly relates to a method for synthesizing an isocoumarin derivative under catalysis of silver and application of the isocoumarin derivative. According to the method, 2-(phenylethynyl)benzaldehyde is taken as a model substrate, monovalent silver salt is taken as a catalyst, reaction is carried out at the temperature not lower than 30 DEG C, and the isocoumarin derivative is generated. In the field, 2-(phenylethynyl)benzaldehyde is used as a model substrate for the first time, and the isocoumarin derivative is prepared in one step under the catalytic action of the monovalent silver salt. The method is simple, convenient and efficient, the used raw materials are simple, easy to obtain and non-toxic, the steps are few, the conditions are mild, the cost is low, and the method is suitable for large-scale industrial production.