784-75-8

Usage

Physical state

White solid

Uses

Intermediate in the synthesis of pharmaceuticals and other organic compounds

Derived from

Indenone

Contains

2,3-dihydro-2-(4-methylphenyl) substituent

Known for

Aromatic properties

Commonly used in

Production of fine chemicals and fragrances

Safety precautions

May be harmful if ingested, inhaled, or comes into contact with skin or eyes

Upstream product

• 106-43-4 para-chlorotoluene 
• 83-33-0 inden-1-one 
• 1323308-10-6 (E)-2-(4-methylstyryl)benzaldehyde 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 106-38-7 para-bromotoluene 
• 28384-49-8 1-phenyl-2-(p-tolyl)prop-2-en-1-one 
• 622-47-9 4-tolylacetic acid 
• 100-44-7 benzyl chloride 
• 201230-82-2 carbon monoxide 
• 3287-02-3 4-(phenylethynyl)toluene 

Relevant academic research and scientific papers

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.

Palladium-catalyzed direct α-arylation of α-fluoroketones: A straightforward route to α-fluoro-α-arylketones

The palladium-catalyzed direct α-arylation of both open-chain and cyclic α-fluoroketones by using P(o-tolyl)3 or RuPhos as ligand and K3PO4·3H2O as mild base has been developed. This method allows a variety of q

AuI-catalyzed intramolecular cyclization of 2-alkenylphenyl carbonyl compounds: Exploring the oxophilic Lewis acidity of AuI species

A AuI-catalyzed intramolecular cyclization reaction of 2-alkenylphenyl carbonyl compounds to afford a variety of indene, indenol, and indanone ring systems was developed. In this process, AuI serves to activate the carbonyl group of β-keto esters, aldehydes, and ketones, preferentially exhibiting oxophilicity in the presence of C-C multiple bonds. Furthermore, β-keto esters could participate as the electrophilic partner in reactions with carbon nucleophile such as alkenes. Copyright

Progress in the Palladium-Catalyzed α-Arylation of Ketones with Chloroarenes

Non- and deactivated chloroarenes can be coupled with a wide range of ketones to yield the corresponding arylmethyl ketones in good to excellent yields using a palladium(II) acetate/n-BuPAd2 catalyst system. Depending on the ketone, the chloroarene/ketone ratio and the base, mono or diarylation can be effected selectively.

Superacid-catalyzed electrocyclization of 1-phenyl-2-propen-1-ones to 1- indanones. Kinetic and theoretical studies of electrocyclization of oxonium- carbenium dications

Strongly acidic conditions are required to induce the Nazarov-type cyclization of aryl vinyl ketones, although chemical analogy with the Nazarov reaction would superficially imply a straightforward electrocyclization reaction of the O-protonated monocation. In this paper we describe the superacid-catalyzed prototype cyclization of 1-phenyl-2-propen-1-ones. The acidity dependence of these cyclization reactions as revealed by kinetic measurements strongly suggests the involvement of the O,O-diprotonated dication rather than the O-protonated monocation. That is the cyclization of 1-phenyl-2-propen-1-ones represents an electrocyclization of the oxonium- carbenium dication. We also describe the effect of substituents at the 2- position of 1-phenyl-2-propen-1-ones. Ab initio calculations, based on the density functional theory, support the idea that electrocyclization of the dication is energetically more favarable than that of the monocation.

Cobalt-Catalyzed Cyclocarbonylation of Acetylenes under Water Gas Shift Conditions. Selective Synthesis of Indan-1-ones

Carbonylation of phenylacetylene derivatives by a cobalt catalyst under water gas shift conditions affords indan-1-ones in satisfactory yields.