77801-60-6

Usage

Chemical structure

1-Benzyl-4-chloroindole is composed of an indole ring with a benzene ring attached to the 1-position and a chlorine atom attached to the 4-position.

Indole family

1-Benzyl-4-chloroindole belongs to the indole family, which is a group of chemical compounds that have a common core structure.

Pharmacological properties

1-Benzyl-4-chloroindole has been studied for its potential pharmacological properties, including its role as a potential anticancer agent.

Organic synthesis building block

1-Benzyl-4-chloroindole has been explored as a building block in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals.

Material science application

1-Benzyl-4-chloroindole has been investigated for its potential use in material science.

Chemical intermediate

1-Benzyl-4-chloroindole has been used as a chemical intermediate in the production of various compounds.

Diverse potential applications

The compound has garnered interest for its diverse potential applications in different fields.

Upstream product

• 25235-85-2 4-chloro-1H-indole 
• 100-39-0 benzyl bromide 
• 32503-27-8 tetra(n-butyl)ammonium hydrogensulfate 
• 100-44-7 benzyl chloride 
• 1429616-79-4 N-benzyl-3-chloro-N-(2,2-diethoxyethyl)aniline 

Downstream Products

• 1274877-77-8 1-benzyl-4-chloro-1H-indol-3-yl acetate 
• 1240100-19-9 C₁₆H₁₂F₃N 
• 1371591-91-1 1-benzyl-4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole 
• 1371591-88-6 1-benzyl-4-chloro-3-iodoindole 
• 1371591-86-4 1-benzyl-3-bromo-4-chloroindole 
• 1371592-22-1 2-benzyl-6-pyridin-3-yl-2,6-dihydro-2-aza-dibenzo[cd,h]azulen-7-one 
• 1371592-21-0 2-benzyl-6-(3-methoxyphenyl)-2,6-dihydro-2-aza-dibenzo[cd,h]-azulen-7-one 
• 1371592-20-9 2-benzyl-6-methyl-2,6-dihydro-2,10-diaza-dibenzo[cd,h]azulen-7-one 
• 1371592-19-6 2-benzyl-6-methyl-2,6,8,9,10,11-hexahydro-2-aza-dibenzo[cd,h]-azulen-7-one 
• 1371592-18-5 2-benzyl-6-methyl-2,8,9,10-tetrahydro-6H-2-aza-benzo[cd]-cyclopenta[h]azulen-7-one 
• 1371592-17-4 2-benzyl-6-phenyl-2,6-dihydro-2-aza-dibenzo[cd,h]azulen-7-one 
• 1371592-16-3 2-benzyl-6,6-dimethyl-2,6-dihydro-2-aza-dibenzo[cd,h]azulen-7-one 
• 1371592-15-2 2-benzyl-6-methyl-2,6-dihydro-2-aza-dibenzo[cd,h]azulen-7-one 
• 1371592-14-1 1-(3-(1-benzyl-4-chloroindol-3-yl)pyrazin-2-yl)propan-1-one 

Relevant academic research and scientific papers

Design of New Ligands for the Palladium-Catalyzed Arylation of α-Branched Secondary Amines

In Pd-catalyzed C-N cross-coupling reactions, α-branched secondary amines are difficult coupling partners and the desired products are often produced in low yields. In order to provide a robust method for accessing N-aryl α-branched tertiary amines, new catalysts have been designed to suppress undesired side reactions often encountered when these amine nucleophiles are used. These advances enabled the arylation of a wide array of sterically encumbered amines, highlighting the importance of rational ligand design in facilitating challenging Pd-catalyzed cross-coupling reactions.

General and efficient synthesis of 2,3-unsubstituted indoles catalyzed by acidic mesoporous molecular sieves

A general and efficient method for the synthesis of 2,3-unsubstituted indoles has been established by the intramolecular cyclization of N-benzyl 2-anilinoacetals. Acidic mesoporous molecular sieve (MCM-41-SO3H) has shown excellent catalytic activity on this transformation, and the 2,3-unsubstituted indoles bearing 7-substituent or strong electron-withdrawing substituents also could be achieved by this protocol. Moreover, the heterogeneous catalyst, MCM-41-SO3H, could be conveniently recovered and reused without obvious loss of the catalytic activity. This work will provide an economic and environmental-benign method for the construction of various indole derivatives.

Synthesis of tetracyclic indoles via intramolecular α-arylation of ketones

Figure Persented: An intramolecular palladium(0)-mediated α-arylation of ketones applied to the synthesis of various substituted tetracyclic indoles is reported. Most significantly, the efficiency of the transformation was enhanced by the use of monoligated Pd(0) complexes. This methodology was extended to double α-arylation of ketones using one-pot reactions with either simultaneous addition or sequential addition of two aryl halides for producing aryl substituted tetracyclic indoles.

Pd-catalyzed direct and selective C-H functionalization: C3-acetoxylation of indoles

Direct functionalization of C-H bonds has been a hot topic in organic chemistry during recent years. Arenes-one of the most abundant chemical motifs-usually have multiple C-H bonds. Although, some examples of direct functionalizations of arenes have been

Enantioselective indole Friedel-Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes

A highly enantioselective Friedel-Crafts alkylation of electron-rich aromatic nucleophiles catalyzed by scandium(III) triflate-pyridyl(bis)oxazoline complexes has been accomplished. The reaction involves α,β-unsaturated acyl phosphonates as electrophiles and primarily substituted indoles as nucleophiles. The reactive acyl phosphonate product is converted to the corresponding ester or amide in good overall yield by adding an alcohol or amine directly to the reaction mixture. Copyright

Dopaminergically stimulating 4-substituted indoles

Novel indoles of the formula STR1 wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, X is selected from the group consisting of hydrogen and alkyl of 1 to 18 carbon atoms, Y is se