136672-24-7

Basic information

• Product Name: (4-methoxyphenyl)(1-methyl-3-indolyl)methane
• Synonyms: (4-methoxyphenyl)(1-methyl-3-indolyl)methane
• CAS NO: 136672-24-7
• Molecular Weight: 251.328
• Mol File: 136672-24-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (4-methoxyphenyl)(1-methyl-3-indolyl)methane(CAS DataBase Reference)
• NIST Chemistry Reference: (4-methoxyphenyl)(1-methyl-3-indolyl)methane(136672-24-7)
• EPA Substance Registry System: (4-methoxyphenyl)(1-methyl-3-indolyl)methane(136672-24-7)

Safety Data

• Hazardous Substances Data: 136672-24-7(Hazardous Substances Data)

Upstream product

• 603-76-9 1-methylindole 
• 105-13-5 4-Methoxybenzyl alcohol 
• 824-21-5 N-methylindoline 
• 5720-07-0 4-methoxyphenylboronic acid 
• 19260-05-0 1-methylgramine methiodide 
• 875-30-9 1,3-dimethylindole 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 62167-04-8 2-((4-methoxyphenyl)ethynyl)-N,N-dimethylaniline 
• 698-02-2 N,N-dimethyl-o-iodoaniline 
• 487-89-8 Indole-3-carboxaldehyde 
• 19012-03-4 N-methyl-3-formylindole 
• 6965-44-2 N-Methyl-indole-3-carbinol 

Relevant articles and documents

Benzylic C(sp3)-C(sp2) cross-coupling of indoles enabled by oxidative radical generation and nickel catalysis

A mechanistically unique functionalization strategy for a benzylic C(sp3)-H bond has been developed based on the facile oxidation event of indole substrates. This novel pathway was initiated by efficient radical generation at the benzylic position of the substrate, with subsequent transition metal catalysis to complete the overall transformation. Ultimately, an aryl or an acyl group could be effectively delivered from an aryl (pseudo)halide or an acid anhydride coupling partner, respectively. The developed method utilizes mild conditions and exhibits a wide substrate scope for both substituted indoles and C(sp2)-based reaction counterparts. Mechanistic studies have shown that competitive hydrogen atom transfer (HAT) processes, which are frequently encountered in conventional methods, are not involved in the product formation process of the developed strategy.

Intramolecular Addition of a Dimethylamino C(sp 3)-H Bond across C-C Triple Bonds Using IrCl(DTBM-SEGPHOS)(ethylene) Catalyst: Synthesis of Indoles from 2-Alkynyl- N -methylanilines

Intramolecular addition of a C(sp 3)-H bond of the dimethylamino group across the C-C triple bond in 2-alkynyl- N, N -dimethylanilines is effectively catalyzed by a new iridium complex, IrCl(DTBM-SEGPHOS)(C 2H 4), in mesitylene at 150 °C. The intramolecular C(sp 3)-H addition is followed by double-bond isomerization to afford 3-substituted indoles in good to high yields.

Catalytic Tandem and One-Pot Dehydrogenation-Alkylation and -Insertion Reactions of Saturated Hydrocarbons with Alcohols and Alkenes

The ruthenium-hydride catalyst has been successfully used for the tandem sp3 C-H dehydrogenation-alkylation reaction of saturated hydrocarbon substrates with alcohols to form the alkyl-substituted alkene and arene products. The analogous one-pot dehydrogenation-insertion of saturated ketones with alkenes and dienes directly yielded synthetically useful 2-alkylphenol and benzopyran products in a highly regio- and stereoselective manner without forming any wasteful byproducts. (Chemical Equation Presented).