1908-67-4

Usage

Indole derivative

Yes

Contains a methyl group

Yes (attached to nitrogen atom)

Contains a phenyl group

Yes (attached to carbon atom)

Known for potential pharmacological activities

Yes

Studied for potential use in treatment of various diseases and conditions

Yes

Used as a precursor in the synthesis of other organic compounds and pharmaceuticals

Yes

Exhibits antioxidant properties

Yes

Exhibits anti-inflammatory properties

Yes

Of interest in the field of medicinal chemistry

Yes

Upstream product

• 19012-01-2 3-benzoyl-1-methylindole 
• 15224-25-6 3-benzoylindole 
• 603-76-9 1-methylindole 
• 100-52-7 benzaldehyde 
• 98-88-4 benzoyl chloride 
• 19012-03-4 N-methyl-3-formylindole 
• 1589-82-8 phenylmagnesium bromide 

Downstream Products

• 29670-54-0 3,3'-(phenylmethane-1,1-diyl)bis(1-methyl-1H-indole) 
• 100-52-7 benzaldehyde 
• 24486-66-6 1-methyl-3-(phenylmethyl)-1H-indole 

Relevant academic research and scientific papers

Gallium(III)-catalyzed three-component (4+3) cycloaddition reactions

Direct approach to indoles: The title reaction generates cyclohepta[b]indole derivatives in a single step at room temperature (see scheme). Exclusion of air or moisture is not required. DFT calculations support a stepwise cyclization event, and the versatility of the method is demonstrated by providing quick access to a library of cyclohepta[b]indole analogues. Copyright

Lewis Acid-Catalyzed [3+3] Annulation of Donor-Acceptor Cyclopropanes and Indonyl Alcohols: One Step Synthesis of Substituted Carbazoles with Promising Photophysical Properties

A highly efficient protocol to access carbazole from donor-acceptor cyclopropane and indonyl alcohol via [3+3] annulation in the presence of a Lewis acid has been demonstrated. This method facilitates the post functionalization of the substituted carbazol

Friedel-Crafts Hydroxyalkylation of Indoles Mediated by Trimethylsilyl Trifluoromethanesulfonate

Indoles and N-alkylindoles undergo Friedel-Crafts addition to aldehydes in the presence of trimethylsilyl trifluoromethanesulfonate and a trialkylamine to produce 3-(1-silyloxyalkyl)indoles. Neutralization of the reaction mixture with pyridine followed by deprotection under basic conditions with tetrabutylammonium fluoride provides the 1:1 adduct as the free alcohol. This method prevents spontaneous conversion of the desired products to the thermodynamically favored bisindolyl(aryl)methanes, a process typically observed when indoles are reacted with aldehydes under acidic conditions.

A highly efficient route to C-3 alkyl-substituted indoles via a metal-free transfer hydrogenation

A highly efficient route to C-3 alkyl-substituted indoles via completely metal-free catalytic transfer hydrogenation of 3-indolemethanols was developed. This process proceeds via vinylogous iminium intermediates formed in situ in the presence of Br?nsted

Di- and triheteroarylalkanes via self-condensation and intramolecular Friedel-Crafts type reaction of heteroaryl alcohols

An efficient synthetic approach to diheteroarylmethanes and 1,3-diheteroarylpropenes has been developed via Yb(iii)-catalyzed sequential self-condensation of 2-furfuryl (or 2-thienyl or 3-indolyl) alcohols followed by intramolecular Friedel-Crafts type re

Rearrangement of Arylhydrazones of α,β-Unsaturated Carbonyl Compounds in Polyphosphoric Acid. 6

The reactions of a series of N-methyl-N-arylhydrazones of α,β-unsaturated carbonyl compounds 1 with hot polyphosphoric acid are described.Three main courses were observed, depending on the structure of the carbonyl portion of the substrate.Unsaturated α-oxo ester hydrazones (1a-c) rearranged to give substituted 3--2-oxo-3-butenoic acid esters (2a-c); the reaction mechanism strictly resembles the initial steps of the Fischer indole synthesis.Unsaturated aldehyde hydrazones alternatively gave either the di-3-indolylmethane derivatives (3a,b) or the amino nitriles (4a-c).The first process develops through intermediates structurally similar to 2; the latter was demonstrated to be exclusively intramolecular.