16619-12-8

Usage

Uses

Used in Organic Synthesis:
2-phenyl-2,3-dihydroinden-1-one is used as a key intermediate in the synthesis of various organic compounds due to its unique structure and reactivity, facilitating the creation of a wide range of chemical products.
Used in Pharmaceutical Industry:
2-phenyl-2,3-dihydroinden-1-one is utilized as a building block in the development of pharmaceuticals, leveraging its unique chemical properties to contribute to the formulation of new drugs.
Used in Antioxidant Applications:
2-phenyl-2,3-dihydroinden-1-one is employed as an antioxidant, potentially protecting cells from oxidative damage by neutralizing free radicals, which is crucial in the prevention of various diseases and conditions associated with oxidative stress.
Used in Anticancer Research:
2-phenyl-2,3-dihydroinden-1-one is used as a subject of research for its potential anticancer properties, with studies exploring its ability to inhibit cancer cell growth and proliferation, offering a new avenue for cancer treatment development.
Used in Chemical Research:
2-phenyl-2,3-dihydroinden-1-one serves as a valuable compound in chemical research, providing insights into the reactivity and behavior of similar structures, which can lead to advancements in the understanding of chemical reactions and mechanisms.

InChI:InChI=1/C15H12O/c16-15-13-9-5-4-8-12(13)10-14(15)11-6-2-1-3-7-11/h1-9,14H,10H2

Upstream product

• 94942-89-9 2,3-diphenylpropanoic acid 
• 19096-31-2 2-phenyl-1H-inden-1-one 
• 201230-82-2 carbon monoxide 
• 501-65-5 diphenyl acetylene 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 71-43-2 benzene 
• 7664-93-9 sulfuric acid 
• 621-82-9 Cinnamic acid 
• 108478-16-6 3-Hydroxy-1,2-diphenyl-1-propanone 
• 31928-64-0 1-trimethylsilyloxy-3H-indene 
• 4452-11-3 1,2-diphenylprop-2-en-1-one 
• 1483-72-3 diphenyliodonium chloride 
• 6630-33-7 ortho-bromobenzaldehyde 
• 100-42-5 styrene 

Downstream Products

• 2881-31-4 2-(2-oxo-2-phenylethyl)benzoic acid 
• 1961-97-3 3-phenyl-1H-indene 
• 4505-48-0 2-phenylindene 
• 5728-94-9 2-bromo-2-phenyl-indan-1-one 
• 131080-09-6 2-phenyl-1H-inden-3-yl acetate 
• 102018-40-6 (2-phenyl-inden-3-yl)-acetic acid ethyl ester 
• 18888-79-4 3-benzyl-2-phenyl-1H-indene 
• 102594-85-4 3-ethyl-2-phenyl-1H-indene 
• 10425-96-4 3-methyl-2-phenyl-1H-indene 
• 109037-03-8 2-Ethyl-2-phenyl-indanon-⁽¹⁾ 
• 1005420-27-8 (±)-2-methyl-2-phenyl-2,3-dihydro-1H-inden-1-one 
• 345298-67-1 2-Phenyl-1-o-tolyl-indan-1-ol 
• 61035-34-5 Bis(2-phenyl-3-indenyl) sulfide 
• 61035-31-2 2-phenyl-3-indenethiol 

Relevant academic research and scientific papers

Structures and reactivities of ethylene dication electrophiles

1,2-Dicarbonyl compounds such as 2,3-butanedione reacted with benzene in the presence of a strong acid, trifluoromethanesulfonic acid, to give gem-diphenylated ketones in high yield. The monoxime derivative of 1,2-diones also reacted with benzene in the a

Enantioselective Nickel-Catalyzed Reductive Aryl/Alkenyl-Cyano Cyclization Coupling to All-Carbon Quaternary Stereocenters

An enantioselective nickel-catalyzed intramolecular reductive cross-coupling of C(sp2) electrophiles and cyano groups is reported. Enantioenriched CN-containing all-carbon quaternary stereocenters are assembled by desymmetrizing cyclization of aryl/alkeny

Formal Enone α-Arylation via I(III)-Mediated Aryl Migration/Elimination

A formal enone α-arylation is described. This metal-free transformation relies on the I(III)-mediated skeletal reorganization of silyl enol ethers and features mild conditions, good yields, and high stereoselectivities for β-substituted enones.

Rhodium-catalyzed intramolecular hydroacylation of 1,2-disubstituted alkenes for the synthesis of 2-substituted indanones

The intramolecular hydroacylation of 1,2-disubstituted alkenes was considered to be a challenging task due to the side reactions resulted from the lack of additional substituent at 1-position and the low activity caused by the steric hindrance of substituent at 2-position, and an asymmetric version has not been considered possible due to problems associated with the racemization of the products. We have partially solved these problems. Catalyzed by an activated diphosphine-Rh complex and reacted in a selected dihalogenated solvent, the intramolecular hydroacylation of o-(2-arylvinyl)benzaldehydes provided the corresponding 2-aryl-1-indanones in high yields, and its asymmetric variant using o-(2-alkylvinyl)benzaldehydes afforded chiral 2-alkyl-1-indanones in high yields and with moderate enantioselectivities.

B(C6F5)3-Catalyzed Highly Stereoselective Hydrogenation of Unfunctionalized Tetrasubstituted Olefins

A metal-free hydrogenation of unfunctionalized tetrasubstituted olefins were successfully realized using a combination of B(C6F5)3 and Ph2NMe catalyst. The corresponding products were afforded in 58-98% yields with up to >99:1 cis/trans selectivity.

Enantiodivergent Synthesis of Tertiary α-Aryl 1-Indanones: Evidence Toward Disparate Mechanisms in the Palladium-Catalyzed Decarboxylative Asymmetric Protonation

Herein, we describe a study into the scope and origin of an enantiodivergent effect in the palladium-catalyzed decarboxylative asymmetric protonation. By switching the achiral proton source, both enantiomers of a series of tertiary α-aryl-1-indanones are readily accessed from the corresponding α-aryl-β-keto allyl esters. In this example of dual stereocontrol, enantioselectivities up to 94% (S) and 92% (R) were achieved using Meldrum's acid and formic acid, respectively. In an attempt to rationalize this switch in absolute configuration an investigation of the ambiguous mechanism of the decarboxylative asymmetric protonation was conducted. A novel catalytic cycle for the reaction with formic acid is proposed and subjected to a variety of experimental studies.

Rh-catalyzed reagent-free ring expansion of cyclobutenones and benzocyclobutenones

Here we report a reagent-free rhodium-catalyzed ring-expansion reaction via C-C cleavage of cyclobutenones. A variety of poly-substituted cyclopentenones and 1-indanones can be synthesized from simple cyclobutenones and benzocyclobutenones. The reaction condition is near pH neutral without additional oxidants or reductants. The potential for developing a dynamic kinetic asymmetric transformation of this reaction has also been demonstrated. Further study supports the proposed pathway involving Rh-insertion into the cyclobutenone C-C bond, followed by β-hydrogen elimination, olefin insertion and reductive elimination.

Catalyst-controlled highly selective coupling and oxygenation of olefins: A direct approach to alcohols, ketones, and diketones

Oxygen? That's radical! A method for the direct synthesis of substituted alcohols, ketones, and diketones through a catalyst-controlled highly chemoselective coupling and oxygenation of olefins has been developed. The method is simple and practical, can be switched by the selection of different catalysts, and employs molecular oxygen as both an oxidant and a reagent. Copyright

Solvent-dependent behavior of arylvinylketones in HUSY-zeolite: a green alternative to liquid superacid medium

Depending on the reaction conditions, arylvinylketones can be directly and efficiently converted using zeolites to indanones by cyclization or to dihydrochalcones through regioselective aryl addition or chemoselective hydride transfer.

Cyclization of 1-phenyl-2-propen-1-ones into 1-indanones using H-zeolite and other solid acids. The role of mono- and dicationic intermediates

Cyclization of aryl vinyl ketones into 1-indanones was previously known to proceed only in drastic acidic or superacidic conditions due to the necessity of dicationic, superelectrophilic activation of starting compounds. In this paper, we disclose that available solid acids such as HUSY-zeolite, sulfated zirconia or heteropolyacid, H3PW12O40 can be successfully applied instead of superacids to perform these and related reactions. The cases, when the effective excess of acidic sites of the solid is required to carry out the reaction, are interpreted in terms of key dicationic (superelectrophilic) intermediates on the solid.