35275-62-8

Usage

Uses

Used in Pharmaceutical Industry:
1-Chloroindan is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving existing ones.
Used in Agrochemical Industry:
1-Chloroindan is used as a building block in the production of agrochemicals, helping to create effective pesticides and other agricultural chemicals to protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
1-Chloroindan is used as a versatile building block in the synthesis of various organic compounds, enabling the creation of new chemical entities with potential applications in different industries.
Used in Research and Development:
1-Chloroindan is utilized in research and development for exploring its chemical properties, reactivity, and potential applications in various fields, including material science, catalysis, and more.

InChI:InChI=1/C9H9Cl/c10-9-6-5-7-3-1-2-4-8(7)9/h1-4,9H,5-6H2

Upstream product

• 6351-10-6 1-Indanol 
• 7647-01-0 hydrogenchloride 
• 95-13-6 1-indene 
• 2084-72-2 N-methyl-1-indanamine 
• 83-33-0 inden-1-one 

Downstream Products

• 861361-34-4 indan-1-yl-(2-nitro-phenyl)-amine 
• 38199-89-2 1-(4-methoxyphenyl)-2,3-dihydro-1-H indene 
• 2084-72-2 N-methyl-1-indanamine 
• 103394-88-3 (2,3-dihydro-1H-inden-1-yl) (phenyl) sulfide 
• 132648-37-4 (2,3-dihydro-1H-inden-1-yl)(p-tolyl)sulfane 
• 83-33-0 inden-1-one 
• 6351-10-6 1-Indanol 
• 34698-41-4 2,3-dihydro-1H-inden-1-amine 
• 95-13-6 1-indene 
• 199924-88-4 di(1-indanyl) ether 
• 155932-36-8 indan-1-carbaldehyde 
• 119959-31-8 (+/-)-1-(p-nitrobenzoyloxy)indane 
• 26452-98-2 2,3-dihydro-1H-inden-1-yl-acetate 
• 113535-01-6 bis(2,3-dihydro-1H-inden-1-yl)amine 

Relevant academic research and scientific papers

Thiourea-Mediated Halogenation of Alcohols

The halogenation of alcohols under mild conditions expedited by the presence of substoichiometric amounts of thiourea additives is presented. The amount of thiourea added dictates the pathway of the reaction, which may diverge from the desired halogenation reaction toward oxidation of the alcohol, in the absence of thiourea, or toward starting material recovery when excess thiourea is used. Both bromination and chlorination were highly efficient for primary, secondary, tertiary, and benzyl alcohols and tolerate a broad range of functional groups. Detailed electron paramagnetic resonance (EPR) studies, isotopic labeling, and other control experiments suggest a radical-based mechanism. The fact that the reaction is carried out at ambient conditions, uses ubiquitous and inexpensive reagents, boasts a wide scope, and can be made highly atom economic, makes this new methodology a very appealing option for this archetypical organic reaction.

Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions

A chemoselective method for the direct halogenation of different types of alcohols with halosilanes under catalyst- and solvent-free reaction conditions (SFRC) is reported. Various primary, secondary and tertiary benzyl alcohols and tertiary alkyl alcohols were directly transformed to the corresponding benzyl and alkyl halides, respectively, using chlorotrimethylsilane (TMSCl) and bromotrimethylsilane (TMSBr).

Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Halides with Aryl Halides

Systematic studies of the coupling of benzylic with aryl halides are presented. The optimized reaction conditions for electron-deficient aryl halides cannot be applied to the electron-rich or neutral counterparts, and vice versa. The excellent functional group tolerance and broad substrate scope may enable the current work to be useful for the construction of diaryl methane products.

Construction of polyaromatics via photocyclization of 2-(fur-3-yl) ethenylarenes, using a 3-furyl group as an isopropenyl equivalent synthon

The construction of different types of substituted arenes was demonstrated through the photocyclization of 2-(fur-3-yl)ethenylarenes using a 3-furyl group as an isopropenyl equivalent synthon in the photocyclization reaction. The furan portion of the photocyclization intermediate could be fragmented via a base-induced elimination reaction to yield a series of substituted polyaromatics, including naphthalene, benzofuran, benzothiophene, phenanthrene, phenalene, acenaphthene, and triphenylene. Using different reagents, this method made it possible to introduce methyl or 2-hydroxyethyl groups as substituents at specific positions in these arenes.

Nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles

A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation.

Domino synthesis of fluorine-substituted polycyclic aromatic hydrocarbons: 1,1-difluoroallenes as synthetic platforms

Rather crafty: 1,1-Difluoroallenes bearing an aryl group and a cyclopentene moiety undergo indium(III)-catalyzed Friedel-Crafts-type cyclization with subsequent ring expansion and dehydrogenation to afford fluorinated polycyclic aromatic hydrocarbons in high yields. The introduction of an Ar group was effected by in situ halogenation of the intermediary indium species and a subsequent Suzuki-Miyaura reaction. Copyright

Catalytic asymmetric reductive acyl cross-coupling: Synthesis of enantioenriched acyclic α,α-disubstituted ketones

The first enantioselective Ni-catalyzed reductive acyl cross-coupling has been developed. Treatment of acid chlorides and racemic secondary benzyl chlorides with a NiII/bis(oxazoline) catalyst in the presence of Mn0 as a stoichiometric reductant generates acyclic α,α-disubstituted ketones in good yields and high enantioselectivity without requiring stoichiometric chiral auxiliaries or pregeneration of organometallic reagents. The mild, base-free reaction conditions are tolerant of a variety of functional groups on both coupling partners.

Development of a catalytic platform for nucleophilic substitution: Cyclopropenone-catalyzed chlorodehydration of alcohols

Cyclopropenone makes the switch: 2,3-Bis-(p-methoxyphenyl)cyclopropenone is a highly efficient catalyst for the chlorodehydration of 20 diverse alcohol substrates (see scheme; X=Cl). With oxalyl chloride as catalytic activator, this nucleophilic substitution proceeded through cyclopropenium-activated intermediates and resulted in complete stereochemical inversion in substrates with chiral centers.

Novel 2-imidazoles as potent and selective α1A adrenoceptor partial agonists

Novel 2-imidazoles have been identified as potent partial agonists of the α1A adrenergic receptor, with good selectivity over the α1B, α1D and α2A receptor sub-types. Sulfonamide 23 possessed attractive drug-like properties with respect to physicochemical and ADME properties and wide ligand selectivity.

Catalytic enantioselective Negishi reactions of racemic secondary benzylic halides

This report describes the first enantioselective cross-couplings of racemic secondary benzylic halides, specifically, nickel-catalyzed Negishi reactions of bromides and chlorides. The catalyst components are commercially available and air-stable, and the reaction is not highly oxygen- or moisture-sensitive (it can be set up in the air). The method has been applied to the catalytic enantioselective synthesis of intermediates employed by others in the generation of bioactive compounds (e.g., trikentrin A and an androgen receptor agonist). Copyright