59050-41-8

Usage

Derivative of indole

The compound is derived from the indole structure, which is a bicyclic aromatic organic compound that is a building block for many natural and synthetic compounds.

Carboxylic acid functional group

The presence of a carboxylic acid group (-COOH) in the compound contributes to its chemical reactivity and potential applications in the synthesis of other organic compounds.

Potential building block for pharmaceuticals

1-METHYL-2-PHENYL-1H-INDOLE-3-CARBOXYLIC ACID can be used as a starting material for the synthesis of various pharmaceuticals due to its unique chemical structure.

Medicinal properties

The compound has been studied for its potential as an anti-inflammatory and anti-cancer agent, indicating its possible use in the development of new drugs for the treatment of inflammation and cancer.

Applications in material development

The compound may have potential applications in the development of new materials, possibly due to its unique chemical structure and reactivity.

Precursor for synthesis of other organic compounds

1-METHYL-2-PHENYL-1H-INDOLE-3-CARBOXYLIC ACID can serve as a precursor for the synthesis of other organic compounds, further expanding its potential applications in various fields.

InChI:InChI=1/C16H13NO2/c1-17-13-10-6-5-9-12(13)14(16(18)19)15(17)11-7-3-2-4-8-11/h2-10H,1H3,(H,18,19)

Upstream product

• 773137-52-3 ethyl 1-methyl-2-phenyl-1H-indole-3-carboxylate 
• 3558-24-5 1-methyl-2-phenyl-1H-indole 
• 124-38-9 carbon dioxide 
• 773875-08-4 methyl 1-methyl-2-phenyl-1H-indole-3-carboxylate 
• 108-86-1 bromobenzene 
• 32387-21-6 1-methyl-3-indolecarboxylic acid 
• 36779-17-6 methyl 2-phenyl-1H-indole-3-carboxylate 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 35401-49-1 (Z)-methyl 3-phenyl-3-(phenylamino)propenoate 
• 62-53-3 aniline 
• 87613-34-1 1-methyl-2-phenyl-1H-indole-3-carbonitrile 

Downstream Products

• 26821-93-2 (1-methyl-2-phenyl-1H-indol-3-yl)(phenyl)methanone 
• 1160172-06-4 1-methyl-2-phenyl-3-(4-(trifluoromethyl)phenyl)-1H-indole 
• 1160172-08-6 3-(4-biphenyl)-1-methyl-2-phenyl-1H-indole 
• 1160172-07-5 ethyl 4-(1-methyl-2-phenyl-1H-indole-3-yl)benzoate 

Relevant academic research and scientific papers

Me2AlCl-mediated carboxylation, ethoxycarbonylation, and carbamoylation of indoles

Various 1-methyl-, 1-triisopropylsilyl-, and 1-benzylindoles are carboxylated under CO2 pressure (3.0 MPa) with the aid of 1.0 molar equiv of Me2AlCl to give 1-substituted indole-3-carboxylic acids in good to excellent yields. Mechanistic studies suggest that the intermediate, an indol-3-ylaluminum ate complex, was reversibly formed by electrophilic addition of Me2AlCl to the substrate followed by deprotonation of the resulting adduct. This method is successfully extended to alkoxycarbonylation with ethyl chloroformate and carbamoylation with naphthalen-1-yl isocyanate, which afford ethyl indole-3-carboxylates and N-naphthalen-1-ylindole-3-carboxamides, respectively.

Synthesis of diversely substituted indoloquinolinones via Pd(II)/Cu(II)-mediated oxidative C-C bond formation and I(III)-mediated C-N bond formation

A series of indoloquinolinones bearing different aromatic substitutents were readily synthesized starting from an aryl amine, a methyl 3-oxo-3-phenylpropanoate derivative, and methoxylamine through a series of reactions of coupling/enamination, oxidative

Fluorescent diarylindoles by palladium-catalyzed direct and decarboxylative arylations of carboxyindoles

A study was conducted to demonstrate the palladium-catalyzed 2,3-diarylation of carboxyindole derivatives with acryl bromides. The study also performed ester hydrolysis in the sequence to demonstrate a practical route to 2,3-diarylindoles that had differe

Carboxylation of indoles and pyrroles with CO2 in the presence of dialkylaluminum halides

The Lewis acid-mediated carboxylation of arenes with CO2 has been successfully applied to 1-substituted indoles and pyrroles by using dialkylaluminum chlorides instead of aluminum trihalides. Thus, the carboxylation of 1-methylindoles, 1-benzyl-, and 1-phenylpyrroles proceeds regioselectively with the aid of an equimolar amount of Me2AlCl under CO2 pressure (3.0 MPa) at room temperature to afford the corresponding indole-3-carboxylic acids and pyrrole-2-carboxylic acids in 61-85% yields, while the same treatment of 1,2,5-trimethylpyrrole affords the 3-carboxylic acid in 52% yield.

Photocarboxylation in the Presence of Aromatic Amines and Carbon Dioxide

Phenylethylenes (1), biphenyl, and 1-methyl-2-phenylindole underwent carboxylation upon photolysis in the presence of aromatic amines (2) and carbon dioxide.