52957-74-1

Usage

Type of compound

cyclic ketone

Physical state

pale yellow solid

Odor

distinctive aromatic

Common uses

synthesis of pharmaceuticals and organic compounds, production of fragrances, dyes, and other organic compounds

Potential properties

pharmacological

Industry interest

pharmaceutical industry

Upstream product

• 79-55-0 1,2,2,6,6-pentamethylpiperidine 
• 960505-49-1 (E)-2-(3-phenylprop-2-enoyl)phenyl nonafluorobutanesulfonate 
• 673-32-5 1-Phenylprop-1-yne 
• 13304-52-4 2-methyl-3-phenylinden-1-one 
• 774-48-1 (diethoxymethyl)benzene 
• 100-52-7 benzaldehyde 
• 859314-73-1 ethyl-(1-phenyl-propenyl)-ether 
• 14182-01-5 (2E)-2-methyl-1,3-diphenylprop-2-en-1-one 
• 10242-40-7 1,1-diethoxy-1-phenylpropane 
• 93-55-0 1-phenyl-propan-1-one 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 74-88-4 methyl iodide 
• 119020-91-6 methyl 3,3-diphenyl-3-hydroxy-2-methyl-propanoate 
• 114916-90-4 α-methyl-β,β-diphenyl-methyl propionate 

Downstream Products

• 33815-55-3 (2S,3R)-2-methyl-3-phenyl-2,3-dihydro-1H-inden-1-one 
• 70320-35-3 1-Phenyl-2-methyl-3-isobutenylinden 
• 72529-13-6 1-Phenyl-2-methyl-3-(3-phenylpropyl)-inden 
• 94310-53-9 2-Dimethylaminomethyl-2-methyl-3-phenyl-indanon 
• 62907-54-4 1-phenyl-2-methyl-3-allylindene 
• 85282-99-1 2-methyl-1-phenyl-3-(o-vinylphenyl)indene 
• 96272-03-6 1-benzyl-2-methyl-2-morpholin-4-ylmethyl-3-phenyl-indan-1-ol 
• 51-96-7 2-Dimethylaminomethyl-2-methyl-3-benzyl-3-phenyl-indanol 
• 75032-40-5 1-phenyl-2-methyl-3-(4-butenyl)indene 
• 75032-41-6 1-(4-butenyl)-2-methyl-3-phenylindene 
• 62937-88-6 1-Methyl-2-phenyl-3-vinylinden 
• 76773-38-1 7,7a-Dihydro-7a-methyl-7-phenyl-2a-(phenylmethyl)spirooxete-2(2aH),9'-<9H>thioxanthene> 
• 76773-25-6 C₃₀H₂₄OS 
• 76773-26-7 C₃₀H₂₄O₂ 

Relevant academic research and scientific papers

Cobalt-Catalyzed Enantio- and Diastereoselective Intramolecular Hydroacylation of Trisubstituted Alkenes

Enantio- and diastereoselective synthesis of trans-2,3-disubstituted indanones is achieved by intramolecular hydroacylation of 2-alkenylbenzaldehydes bearing trisubstituted alkenyl groups under cobalt-chiral diphosphine catalysis. Notably, a high level of enantioselectivity is induced regardless of the stereochemistry (E/Z ratio) of the alkenyl group of the starting material. Deuterium-labeling experiments shed light on the productive reaction pathways of the E- and Z-isomers.

Palladium-catalyzed asymmetric reductive Heck reaction of aryl halides

Asymmetric reductive Heck reaction of aryl halides is realized in high stereoselectivity. Hydrogen-bond donors, trialkylammonium salts in a glycol solvent, were used to promote halide dissociation from neutral arylpalladium complexes to access cationic, stereoselective pathways.

In(III)/PhCO2H binary acid catalyzed tandem [2 + 2] cycloaddition and nazarov reaction between alkynes and acetals

A facile tandem [2 + 2] cycloaddition and Nazarov reaction has been developed. The combination of In(OTf)3 and benzoic acid was found to synergistically promote the coupling of alkynes and acetals to form 2,3-disubstituted indanones in excellent yield and diastereoselectivity.

Novel one-pot approach to synthesis of indanones Through Sb(V)-catalyzed reaction of phenylalkynes with aldehydes

Catalytic SbF5 and the use of EtOH as an additive efficiently converted a mixture of phenylalkynes and aldehydes to indanone compounds in one pot, and the reaction stereoselectively afforded the corresponding 2,3-disubstituted indanones as a single trans-isomer.

Synthesis of chiral 3-substituted indanones via an enantioselective reductive-heck reaction

(Chemical Equation Presented) An efficient intramolecular palladium-catalyzed, asymmetric reductive-Heck reaction has been developed, which allowed for the synthesis of either enantiomerically enriched 3-substituted indanones or α-exo-methylene indanones depending on the base used.

Indane modulators of glucocorticoid receptor, AP-1, and/or NF/kB activity and use thereof

Novel non-steroidal compounds are provided that are useful in treating diseases associated with modulation of the glucocorticoid receptor, AP-1, and/or NF-κB activity including obesity, diabetes, inflammatory and immune diseases having the structure of formula (I): or enantiomers, diastereomers, or a pharmaceutically-acceptable salt, or hydrate, thereof, where X is -A1QA2-; Q is a bond, —C(═O)—, —OC(O)—, —C(═O)NR5—, —SOp—, —SOpNR5—, —C(O)O—, —NR5C(O)—, —OC(O)NR5—, —NR5C(O)O—, —S(O)pNR5C(O)—, —C(O)NR5S(O)p— —NR5S(O)p—, or —NR5C(═O)NR6—. Y is selected from hydrogen, C1-4alkyl, OR16, substituted C1-6alkyl, cycloalkyl, aryl, heterocyclo and heteroaryl. A1 and A2 are independently selected from a bond, C1-3alkylene, or C1-3alkenylene, and R1-R11 are defined herein. Also provided are pharmaceutical compositions, combinations, and methods of treating obesity, diabetes and inflammatory- or immune-associated diseases comprising said compounds.

Synthesis of indenyl ethers by gold(I)-catalyzed intramolecular carboalkoxylation of alkynes

The gold(I)-catalyzed carboalkoxylation of alkynes to form indanone derivatives from readily available ortho-acetylenic benzylic ethers is described. Importantly, the gold(I)-catalyzed rearrangement of enantioenriched benzylic ethers proceeds with chirali

Convenient Synthetic Sequence for the Preparation of Indanones

A convenient and general methods is reported for the synthesis of indanones from aryl ketones or aldehydes.

SYNTHESIS OF INDENES FROM ALKYNES AND PHENYL AMINO CHROMIUM CARBENE COMPLEXES

Reactions of phenyl morpholino or pyrrolidino chromium carbene complexes with alkynes in DMF at 120-125 grad C resulted in exclusive formation of the indene derivatives.