30516-40-6

Upstream product

• 16618-72-7 3-phenyl-1-indanone 
• 93-58-3 benzoic acid methyl ester 
• 75534-18-8 1-bromo-2-(2-chloro-ethyl)benzene 
• 1074-16-4 2-bromophenylethyl alcohol 
• 71-43-2 benzene 
• 621-82-9 Cinnamic acid 
• 2142-69-0 2-bromophenyl methyl ketone 
• 2142-70-3 2-iodoacetophenone 
• 107921-63-1 2'-iodochalcone 
• 1961-96-2 1-phenyl-1H-indene 
• 551-93-9 2-aminoacetophenone 

Downstream Products

• 106783-39-5 1-chloro-3-phenyl-indan 
• 5581-40-8 clothiapine 
• 102009-59-6 diethyl-(3-phenyl-indan-1-yl)-amine 
• 101596-79-6 acetic acid-(3-phenyl-indan-1-yl ester) 
• 102009-91-6 dimethyl-[2-(3-phenyl-indan-1-yloxy)-ethyl]-amine 
• 7395-90-6 nortryptiline 
• 1961-96-2 1-phenyl-1H-indene 
• 1961-97-3 3-phenyl-1H-indene 
• 15101-81-2 1-(2-Dimethylaminoethyl)-1-phenyl-indan 
• 7412-94-4 1-(2-Methylaminoethyl)-1-phenylindene 
• 13442-20-1 1-(2-Dimethylaminoethyl)-1-phenylindene N-Oxide 
• 86939-54-0 1-Chloro-3-(3,4-dichlorophenyl)-6-methoxyindane 
• 1133170-61-2 C₁₆H₁₇N 

Relevant academic research and scientific papers

Exploring the synthetic potential of a marine transaminase including discrimination at a remote stereocentre

The marine transaminase, P-ω-TA, can be employed for the transamination from 1-aminotetralins and 1-aminoindanes with differentiation of stereochemistry at both the site of reaction and at a remote stereocentre resulting in formation of ketone products with up to 93% ee. While 4-substituents are tolerated on the tetralin core, the presence of 3- or 8-substituents is not tolerated by the transaminase. In general P-ω-TA shows capacity for remote diastereoselectivity, although both the stereoselectivity and efficiency are dependent on the specific substrate structure. Optimum efficiency and selectivity are seen with 4-haloaryl-1-aminotetralins and 3-haloaryl-1-aminoindanes, which may be associated with the marine origin of this enzyme. This journal is

Visible-Light Controlled Divergent Catalysis Using a Bench-Stable Cobalt(I) Hydride Complex

While the use of visible light in conjunction with transition metal catalysis offers powerful opportunities to switch between on/-off states of catalytic activity, the next frontier would be the ability to switch the actual function of the catalyst and resulting products. Here we report such an example of multi-dimensional catalysis. Featuring an easily prepared, bench-stable cobalt(I) hydride complex in conjunction with pinacolborane, we can switch the reaction outcome between two widely employed transformations, olefin migration and hydroboration, with visible light as the trigger.

Remote, Diastereoselective Cobalt-Catalyzed Alkene Isomerization-Hydroboration: Access to Stereodefined 1,3-Difunctionalized Indanes

The remote, diastereoselective hydroboration of 2- and 3-substituted indenes with a 2,2′:6′,2″-terpyridine cobalt alkyl precatalyst is described that maintains high regio- and stereoselectivity independent of the starting position of the alkene. Several 1,2- and 1,3-disubstituted indanyl boronate esters were obtained with exclusive (>20:1 dr) selectivity for the trans diastereomer including synthetically versatile, stereodefined diboron derivatives. Alkene isomerization by a putative cobalt hydride intermediate precedes carbon-boron bond formation, leading to the observed regioselectivity for boron incorporation at the unsubstituted C(sp3)-H benzylic site. The regio- and diastereoselectivity of the transformation were maintained independent of the starting position of the alkene, as demonstrated by hydroboration of three isomers of methyl-substituted indene. Deuterium-labeling experiments support rapid and reversible insertion and β-hydride elimination to isomerize 3-methylindene and 1-exo-methylene-indane, accounting for the isotopic distribution observed in the products. Mechanistic studies, including stoichiometric experiments, density functional theory calculations, and kinetic analysis, support a mechanism in which 2,3-alkene insertion into a cobalt hydride intermediate determines both the regio- and diastereoselectivity of the catalytic reaction. Synthetic applications of the indanyl boronate esters were demonstrated through the elaboration of the products to several examples of 1,3-disubstituted indanes, important carbocyclic structural motifs in both pharmacological and bioactive molecules.

Palladium Nanoparticles-Catalyzed Synthesis of Indanone Derivatives via Intramolecular Reductive Heck Reaction

An efficient protocol for the straightforward, single-step synthesis of 3-aryl-1-indanones from 2′-iodochalcone via reductive Heck reaction using phosphine free, stable and reusable binaphthyl stabilized palladium nanoparticle (Pd-BNP) as a catalyst has been described. An immense array of substrate scope with electron-rich and deficient 2′-iodochalcones have been synthesized. Further derivatization of product indanones have been achieved successfully. The heterogeneous nature of the Pd-BNP has been validated by centrifugation test and mercury poisoning experiment. Pd-BNP has been successfully recycled up to 5 cycles without any significant loss in reaction yield and particle size of nanoparticles, confirmed by TEM analysis. (Figure presented.).

TREATMENT OF NEURODEGENERATIVE DISEASES USING INDATRALINE ANALOGS

Methods and compositions useful in the treatment or prevention of synucleinopathies, such as Parkinson''s disease, diffuse Lewy body disease, and multiple system atrophy, or other neurodegenerative diseases (e.g., amyotrophic lateral sclerosis, Huntington''s disease, and Alzheimer''s disease) are provided. The treatment including administering to a subject an indatraline derivative that inhibits the aggregation of a-synuclein.

A Pd(II)-catalyzed ring-expansion reaction of cyclic 2-azidoalcohol derivatives: Synthesis of azaheterocycles

(Chemical Equation Presented) A Pd(II)-catalyzed ring expansion-reaction of cyclic 2-azidoalcohol derivatives was found to proceed via an unprecedented C-C bond cleavage-C-N bond formation sequence, providing substituted azaheterocycles.

Synthesis and evaluation of (pyridylmethylene)tetrahydronaphthalenes/- indanes and structurally modified derivatives: Potent and selective inhibitors of aldosterone synthase

Elevated aldosterone levels are key effectors for the development and progression of congestive heart failure and myocardial fibrosis. Recently, we proposed inhibition of aldosterone synthase (CYP11B2) as an innovative strategy for the treatment of these

A new synthesis of 3-substituted-1H-indenes through reaction of o-(β-magnesioalkyl)phenylmagnesium dihalides with carboxylate esters

A new synthesis of 3-substituted-1H-indenes has been developed through the reaction of o-(β-magnesioalkyl)phenylmagnesium dihalides with carboxylate esters, followed by dehydration of the intermediate 1-substituted-1-indanols. Di-Grignard reagents allowing the synthesis of 3-substituted-, 2-methyl-3-substituted-, and 4-methyl-3-substituted-1H-indenes have been prepared, with overall yields for the two-step sequence ranging from 45 to 95%.

Reaction of 1-Substituted Indenes with Diborane or N-Bromoacetamide in Protic Solvents. The Effect of the Substituent on the Stereochemistry of Addition

The reaction of 1-substituted indenes with diborane or N-bromoacetamide (NBA) in protic solvents has been investigated to determine the effect of an increase of steric bulk of the substituent on the stereochemical course of addition.In the hydroboration reaction the proportion of the products via attack by diborane from the less hindered side increases, as the steric bulk of the substituent at C-1 increases.The reaction with NBA in aqueous dioxan, followed by acetylation, gave a mixture of 3-substituted-1-acetoxy-2-bromoindans with trans, trans and trans,cis-configuration: 1-phenylindene gave mainly trans, trans-1-acetoxy-2-bromo-3-phenylindan, while trans,cis-1-acetoxy-2-bromo-3-methylindan was the maior product in the case of 1-methylindene.