138469-78-0

Basic information

• Product Name: 1H-Indole, 5-methoxy-3-(phenylmethyl)-
• CAS NO: 138469-78-0
• Molecular Formula: C16H15NO
• Molecular Weight: 237.301
• Mol File: 138469-78-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 5-methoxy-3-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 5-methoxy-3-(phenylmethyl)-(138469-78-0)
• EPA Substance Registry System: 1H-Indole, 5-methoxy-3-(phenylmethyl)-(138469-78-0)

Safety Data

• Hazardous Substances Data: 138469-78-0(Hazardous Substances Data)

Usage

Type of compound

chemical compound

Indole derivative

yes

Heterocyclic compound

yes

Common sources

plants and animals

Substitution on core structure

5-methoxy, 3-(phenylmethyl)

Unique properties

yes

Potential applications

pharmaceuticals, agrochemicals, organic compounds

Biological activities

may have various

Building block

in the synthesis of compounds

Further research

needed for valuable insights into potential uses and effects

Upstream product

• 124043-85-2 2-(2-amino-5-methoxyphenyl)ethyl alcohol 
• 100-51-6 benzyl alcohol 
• 1006-94-6 5-methoxylindole 
• 21857-45-4 5-methoxyindoline 
• 100-46-9 benzylamine 
• 100-39-0 benzyl bromide 
• 103608-21-5 (5-methoxy-1H-indol-3-yl)(phenyl)methanone 
• 101351-10-4 2-(5-methoxy-2-nitrophenyl)-3-phenylpropionitrile 

Downstream Products

• 1386875-45-1 3-benzyl-5-methoxy-1-methyl-1H-indole 
• 1256844-83-3 (5-methoxy-1-methyl-1H-indol-3-yl)(phenyl)methanone 

Relevant articles and documents

Nickel-catalyzed C3-alkylation of indoles with alcohols: Via a borrowing hydrogen strategy

An efficient method for the Ni-catalyzed C3-alkylation of indoles using readily available alcohols as the alkylating reagents has been developed. The alkylation was addressed with an air and moisture-stable binuclear nickel complex ligated by tetrahydroquinolin-8-one as the effective pre-catalyst. The newly developed transformation could accommodate a broad substrate scope including primary/secondary benzylic and aliphatic alcohols and substituted indoles. Mechanistic studies suggested that the reaction proceeds through a borrowing hydrogen pathway.

Manganese-Catalyzed Regioselective Dehydrogenative C-versus N-Alkylation Enabled by a Solvent Switch: Experiment and Computation

The first base metal-catalyzed regioselective dehydrogenative alkylation of indolines using readily available alcohols as the alkylating reagent is reported. A single air-and moisture-stable manganese catalyst provides access to either C3-or N-alkylated indoles depending on the solvent used. Mechanistic studies indicate that the reaction takes place through a combined acceptorless dehydrogenation and hydrogen autotransfer strategy.

Tandem organocatalysis and photocatalysis: An anthraquinone-catalyzed indole-c3-alkylation/photooxidation/1,2-shift sequence

Quinones exhibit orthogonal ground- and excited-state reactivities and are therefore highly suitable organocatalysts for the development of sequential catalytic processes. Herein, the discovery of an anthraquinone-catalyzed thermal indole-C3-alkylation with benzylamines is described, which can be combined sequentially with a new visible-light-driven catalytic photooxidation/1,2-shift reaction. The one-flask tandem process converts indoles into 3-benzylindole intermediates, which are further transformed into new fluorescent 2,2-disubstituted indoline-3-one derivatives.