36374-47-7

Usage

Appearance

White to light yellow solid

Odor

Strong, sweet, floral

Usage

Fragrance ingredient in perfumes and personal care products

Usage

Building block for the synthesis of various pharmaceuticals and other organic compounds

Functional groups

Aromatic and hydroxyl

Upstream product

• 108-86-1 bromobenzene 
• 83-33-0 inden-1-one 
• 100-58-3 phenylmagnesium bromide 
• 67130-93-2 3-(2-bromophenyl)-1-phenyl-propan-1-one 
• 98-86-2 acetophenone 
• 98-80-6 phenylboronic acid 
• 6351-10-6 1-Indanol 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 923595-12-4 2-(3-oxo-3-phenyl-propyl)-phenyl boronic acid 
• 100-59-4 phenylmagnesium chloride 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 591-51-5 phenyllithium 

Downstream Products

• 1961-97-3 3-phenyl-1H-indene 
• 88062-14-0 1,4-dihydro 2-phenyl quinoline 
• 612-96-4 2-Phenylquinoline 
• 1224455-17-7 1-phenyl-2,3-dihydro-1H-indene-1,2-diol 
• 56461-13-3 C₁₇H₁₆O₃ 
• 56461-08-6 4-benzoylindan-1-one 
• 58668-70-5 2-(o-Benzoylphenyl)acetaldehyde 
• 56461-10-0 5-Benzoyl-3,4-dihydro-2H-naphthalen-1-one 
• 56461-02-0 2-benzoylphenylpropionic acid 
• 954-65-4 (2-(2-chloroethyl)phenyl)(phenyl)methanone 
• 101096-74-6 2-phenylquinoline 

Relevant academic research and scientific papers

Hydroarylation of Alkenes by Protonation/Friedel-Crafts Trapping: HFIP-Mediated Access to Per-aryl Quaternary Stereocenters

Upon treatment with a combination of HFIP and an organic sulfonic acid, alkenes behave as Br?nsted bases and protonate to give carbocations which can be trapped by electron-rich arenes. The reaction constitutes a Friedel-Crafts hydroarylation which procee

Controlled alcohol-carbonyl interconversion by nickel catalysis

All in one pot: A general synthetic platform allows the interconversion of alcohols and carbonyl compounds in a predictable and controlled fashion in one pot. Under the action of a Ni catalyst, PhCl, CsF, and arylboronates, several multistep alcohol-carbonyl interconversions have been achieved with good overall efficiency (see scheme). A one-pot nickel-catalyzed synthesis of flumecinol (a hepatic microsomal enzyme inducer) has also been demonstrated. Copyright

Highly enantioselective hydrogenation of quinolines using phosphine-free chiral cationic Ruthenium catalysts: Scope, mechanism, and origin of enantioselectivity

Asymmetric hydrogenation of quinolines catalyzed by chiral cationic η6-arene-N-tosylethylenediamine-Ru(II) complexes have been investigated. A wide range of quinoline derivatives, including 2-alkylquinolines, 2-arylquinolines, and 2-functionalized and 2,3-disubstituted quinoline derivatives, were efficiently hydrogenated to give 1,2,3,4-tetrahydroquinolines with up to >99% ee and full conversions. This catalytic protocol is applicable to the gram-scale synthesis of some biologically active tetrahydroquinolines, such as (-)-angustureine, and 6-fluoro-2-methyl-1,2,3,4-tetrahydroquinoline, a key intermediate for the preparation of the antibacterial agent (S)-flumequine. The catalytic pathway of this reaction has been investigated in detail using a combination of stoichiometric reaction, intermediate characterization, and isotope labeling patterns. The evidence obtained from these experiments revealed that quinoline is reduced via an ionic and cascade reaction pathway, including 1,4-hydride addition, isomerization, and 1,2-hydride addition, and hydrogen addition undergoes a stepwise H+/H- transfer process outside the coordination sphere rather than a concerted mechanism. In addition, DFT calculations indicate that the enantioselectivity originates from the CH/π attraction between the η6-arene ligand in the Ru-complex and the fused phenyl ring of dihydroquinoline via a 10-membered ring transition state with the participation of TfO- anion.

Synthesis of substituted 4-aroyl-1-indanone and 5-aroyl-1-tetralone

Several substituted 4-aroyl-1-indanones 2 and 5-aroyl-1-tetralones 3 were prepared in good yields from 1-indanones 1 via a series of reasonable transformations.

Palladium(II)-catalyzed intramolecular addition of arylboronic acids to ketones

A palladium(II)-catalyzed intramolecular addition of arylboronic acids to ketones was developed. Compared to Pd(OAc)2 catalysis system, cationic palladium complex with dppp as the ligand has higher catalytic activity and efficiency for wider sc

GASTRIN AND CHOLECYSTOKININ RECEPTOR LIGANDS

This invention relates to a compound of formula (I) wherein the variables are as defined in the specification. The compound is useful for the treatment of gastrin related disorders.

Dynamic kinetic resolution-asymmetric transfer hydrogenation of 1-aryl-substituted cyclic ketones

A range of 1-aryl-2-tetranols, and 1-phenyl-2-indanol, have been generated in high yield and enantiomeric excess from the corresponding racemic ketones, via a dynamic kinetic resolution-transfer hydrogenation process, using Ru(II)-TsDPEN in formic acid/triethylamine (5:2). This provides a potential entry to an asymmetric total synthesis of benzazepines such as Sch 39166.

Efficient synthesis of 2- and 3-substituted indenes from 2-bromobenzyl bromide through an enolate alkylation/Cr(II)/Ni(II)-mediated carbonyl addition sequence

An efficient new synthesis of 2- and 3-substituted indenes has been developed based on the nickel-catalyzed chromium(II)-promoted addition of aryl bromides to a tethered ketone carbonyl. Several tethered bromoaryl ketones were prepared through enolate alk

Nonlinear solvent water effects in the excited-state (formal) intramolecular proton transfer (ESIPT) in m-hydroxy-1,1-diaryl alkenes: Efficient formation of m-quinone methides

The photohydration of hydroxy-substituted 1,1-diaryl alkenes 1-3 has been studied in aqueous CH3CN solution. Evidence for formation of quinone methide intermediates was provided by product studies and by observation of its absorption spectrum by laser flash photolysis. For the meta isomers, the proposed mechanism of m-quinone methide formation probably involves a solvent-mediated ("proton-relay") excited-state (formal) intramolecular proton transfer (ESIPT) from the phenol hydroxyl group to the β-carbon of the alkene moiety in neutral aqueous CH3CN solution, either in a concerted manner or via two very fast steps. The m-quinone methides are then trapped by water to form the corresponding diaryl ethanol product with high overall quantum yield. Evidence for the ESIPT pathway was provided by fluorescence and LFP measurements. The addition of small amounts of water (3CN) decreased the fluorescence emissions of 1 and 2 with a concomitant increase in production of m-quinone methides. Stem-Volmer analyses of fluorescence data revealed a dynamic and a minor static quenching component, both of which involved a water trimer cluster. The degree of charge transfer from the phenol (phenolate) oxygen to the alkene β-carbon, which may be thought of as the driving force for this efficient ESIPT, is pronounced for the meta isomer in the excited state, consistent with Zimmerman's "meta-ortho effect". Alkenes 1 and 2 were shown to be more efficient in m-quinone methide photogeneration than the hydroxy-substituted benzyl alcohol 8, which required conditions of higher water content for similar quantum yields.

Addition and Cyclization Reactions in the Thermal Conversion of Hydrocarbons with Enyne Structure, I. Detailed Analysis of the Reaction Products of Ethynylbenzene

The pyrolysis of ethynylbenzene (C8H6, 1) was studied in a flow system between 700 and 1100 deg C (reaction time about 0.3 s) by using a mixture of 5 mol-percent of 1 in nitrogen and also in hydrogen at 700 deg C.The products were analyzed gas chromatogra