1026-21-7

Usage

Chemical Class

Indoles are heterocyclic compounds containing a six-membered ring structure with a nitrogen atom.

Ketone Group

1H-Indol-2-yl(p-tolyl) ketone has a ketone group attached to the indole ring.

p-Tolyl Substituent

The compound has a p-tolyl substituent at the 2-position of the indole.

Use in Organic Synthesis

The compound is commonly used in organic synthesis and medicinal chemistry as a building block for various pharmaceuticals and biologically active molecules.

Therapeutic Applications

The versatile chemical structure of 1H-Indol-2-yl(p-tolyl) ketone makes it a valuable intermediate for the synthesis of diverse chemical compounds with potential therapeutic applications, including anti-cancer, anti-inflammatory, and anti-microbial properties.

Upstream product

• 58881-45-1 Indole-2-carbonyl chloride 
• 5720-05-8 4-methylphenylboronic acid 
• 16714-25-3 2-azidobenzaldehyde 
• 62322-75-2 1-(4-methylphenyl)-3-(2-nitrophenyl)prop-2-en-1-one 
• 122-00-9 para-methylacetophenone 
• 552-89-6 2-nitro-benzaldehyde 
• 1075-47-4 4-methylphenylglyoxal 
• 2973-50-4 2-aminophenylacetonitrile 
• 221044-05-9 N-(2-pyrimidyl)indole 
• 104-87-0 4-methyl-benzaldehyde 
• 823809-34-3 N-(2-aminobenzylidene)-4-methylaniline 
• 619-41-0 4-(bromoacetyl)toluene 
• 1427669-82-6 (1-(pyrimidin-2-yl)-1H-indol-2-yl)(p-tolyl)methanone 
• 18631-55-5 4-methylphenacylidenedimethylsulphurane 

Downstream Products

• 914983-09-8 (1-prop-2-ynyl-1H-indol-2-yl)-p-tolyl-methanone 
• 914983-16-7 1-p-tolyl-3H-pyrrolo[1,2-a]indole-2-carbaldehyde 

Relevant academic research and scientific papers

Dual visible-light photoredox and palladium(II) catalysis for dehydrogenative C2-acylation of indoles at room temperature

A highly regioselective direct C2-acylation of N-pyrimidine protected indoles with aldehydes is reported at room temperature through the merger of visible light photoredox and palladium(ii) catalysis. Late-stage acylation of tryptophan, selective mono-acylation of carbazole and the syntheses of tubulin inhibitors D-64131 and D-68144 are also demonstrated.

Visible-light-driven Cadogan reaction

Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

Reaction of 3-(2-nitrophenyl)-1-arylprop-2-en-1-ones with triethylphosphite in microwave revisited: One-pot synthesis of 2-aroylindoles and 2-arylquinolines

One-pot synthesis of 2-aroylindoles and 2-arylquinolines has been achieved by the reductive cyclization of 3-(2-nitrophenyl)-1-arylprop-2-en-1-ones with triethylphosphite [P(OEt)3] under microwave irradiation. The formation of 2-arylquinolines by this method is unprecedented.

N-(2-Aminobenzylidene)-4-methylanilines - stable and cheap alternate for 2-aminobenzaldehydes: concise synthesis of 3-unsubstituted-2-aroylindoles

Abstract Synthesis of 3-unsubstituted-2-aroylindoles starting from readily available N-(2-aminobenzylidene)-4-methylanilines, cheap and stable alternative to 2-aminobenzaldehydes, and α-bromoketones was achieved in moderate to good yields under basic cond

Pd-catalyzed direct C2-acylation and C2,C7-diacylation of indoles: Pyrimidine as an easily removable C-H directing group

Pyrimidine is successfully used as an easily removable C(sp2)-H directing group for the synthesis of 2-acyl indoles and 2,7-diacyl indoles through direct C-H functionalization using a Pd-catalyst from 1-(pyrimidin-2-yl)-1H-indoles and aldehydes. Easy removal of the pyrimidine directing group using EtONa in DMSO provides C2-acyl indoles.

Selective synthesis of quinolines and indoles: Sulfur-assisted or selenium-catalyzed reaction of β-(2-nitrophenyl)-α, β-unsaturated ketones with carbon monoxide

A simple and selective synthetic method of quinolines and indoles by the reaction of β- (2-nitrophenyl)-α,β-unsaturated ketones with carbon monoxide was developed. When β-(2-nitrophenyl)- α,β-unsaturated ketones were allowed to react with carbon monoxide and water in the presence of a stoichiometric amount of sulfur or a catalytic amount of selenium, the corresponding quinolines were produced in moderate-to-good yields. On the other hand, in the absence of water, the indoles were produced by the selenium-catalyzed reaction of the β-(2-nitrophenyl)- α,β-unsaturated ketones with carbon monoxide.

Synthesis of indoles through highly efficient cascade reactions of sulfur ylides and N-(ortho-chloromethyl)aryl amides

Batting the ylides: A simple procedure carried out under mild conditions allows the direct and efficient synthesis of structurally diverse indoles. This approach involves a cascade reaction of sulfur ylides and N-(ortho-chloromethyl) aryl amides (see scheme). Copyright

A practical synthesis of 2-aroylindoles from N-(2-formylphenyl)trifluoro- acetamides in PEG-400

A one-pot and environmentally benign approach to the synthesis of highly functionalized 3-unsubstituted 2-aroylindoles is described. Moderate to good yields were obtained through the reaction of easily accessible N-(2-formylphenyl)trifluoroacetamides and

TiCl4/t-BuNH2-promoted hydroamination/annulation of δ-keto-acetylenes: Synthesis of novel pyrrolo[1,2-a]indol-2-carbaldehydes

(Chemical Equation Presented) An original TiCl4/t-BuNH 2-mediated hydroamination/annulation domino reaction of δ-keto-acetylenes is described. The synthesis of pyrrolo[1,2-a]indole-2- carbaldehydes, starting from 2-carbonyl-1-proparg