61843-43-4

Basic information

• Product Name: 2-(4-methoxyphenyl)-1-methyl-1H-indole
• Synonyms: 2-(4-methoxyphenyl)-1-methyl-1H-indole
• CAS NO: 61843-43-4
• Molecular Formula: C₁₆H₁₅NO
• Molecular Weight: 237
• Mol File: 61843-43-4.mol
• Article Data: 42

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-methoxyphenyl)-1-methyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-1-methyl-1H-indole(61843-43-4)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-1-methyl-1H-indole(61843-43-4)

Safety Data

• Hazardous Substances Data: 61843-43-4(Hazardous Substances Data)

Upstream product

• 696-62-8 para-iodoanisole 
• 54852-26-5 2-lithio-1-methylindole 
• 784161-65-5 2-(hydroxydimethylsilyl)-1-methyl-1H-indole 
• 765272-20-6 N-acetyl-N-methyl-2-(4-methoxyphenyl)ethynylaniline 
• 603-76-9 1-methylindole 
• 615-43-0 2-iodophenylamine 
• 19591-17-4 o-iodoacetanilide 
• 90585-26-5 N-(2-iodophenyl)-N-methylacetamide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1038997-81-7 (4-methoxyphenyl)(2,4,6-triisopropylphenyl)iodonium triflate 
• 35692-27-4 triethoxy(4-methoxyphenyl)silane 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 6462-50-6 sodium 4-methoxybenzenesulfinate 
• 768-60-5 4-methoxyphenylacetylen 

Downstream Products

• 79573-67-4 2-(4-Methoxy-phenyl)-3-[(E)-3-[2-(4-methoxy-phenyl)-1-methyl-1H-indol-3-yl]-prop-2-en-(E)-ylidene]-1-methyl-3H-indolium; chloride 
• 79573-68-5 3-[(Z)-2-Bromo-3-[2-(4-methoxy-phenyl)-1-methyl-1H-indol-3-yl]-prop-2-en-(E)-ylidene]-2-(4-methoxy-phenyl)-1-methyl-3H-indolium; chloride 
• 1198116-16-3 3-methoxy-11-methyl-5,6-diphenyl-11H-benzo[a]carbazole 
• 61843-47-8 2-(4-methoxyphenyl)-1-methyl-1H-indole-3-carbaldehyde 
• 938375-09-8 2-(4-methoxyphenyl)-1-methyl-1H-indole-3-carbonitrile 
• 1354800-17-1 C₁₇H₁₄N⁽¹⁵⁾NO 
• 1354815-28-3 C₁₇H₁₅NO⁽¹⁸⁾O 
• 1354813-32-3 C₁₆⁽¹³⁾CH₁₅NO₂ 
• 1354810-50-6 C₁₆⁽¹³⁾CH₁₄N₂O 
• 1322089-42-8 3,3-difluoro-2-(4-methoxyphenyl)-1-methylindolin-2-ol 

Relevant articles and documents

Corrigendum to: Aryl(triethyl)silanes for Biaryl and Teraryl Synthesis by Copper(II)-Catalyzed Cross-Coupling Reaction (Angew. Chem. Int. Ed., (2016), 55, (15787–15791), (10.1002/anie.201608667))

In this Communication, Table 3, entry 11, the correct product from the reaction of 2-(triethylsilyl)indole (6 b) with p-iodoanisole (4 a) was not 2-(p-methoxyphenyl)indole (7 ba) but N-(p-methoxyphenyl)indole [Eq. 1]. (Figure presented.) C2 arylation was achieved using substituted 2-(triethylsilyl)indoles. From the reaction of N-methyl-2-(triethylsilyl)indole with 4 a under standard conditions (reaction time was 22 h), N-methyl-2-(p-methoxyphenyl)indole was isolated in 52% yield after column chromatography [Eq. 2]. (Figure presented.) A corrected Supporting Information is provided along with this Corrigendum.

In Situ Preparation of Palladium Nanoparticles for C-2 Selective Arylation of Indoles in Agro-Waste Extract Based Mixed Solvents

An efficient and practical method for the in situ generation of palladium nanoparticles was successfully established in a water extract of pomelo peel ash. The produced palladium nanoparticles were characterized by energy-dispersive X-ray spectroscopy elemental mapping, field emission scanning electron microscopy, high-resolution transmission electron microscope, X-ray powder diffraction, and showed high catalytic activity for selective C-2 arylation of indoles. A series of 2-arylindoles were smoothly installed in moderate to good yields through the direct palladium-catalyzed cross-coupling reactions of indoles and iodoarenes without external ligand, base, oxidant, and preinstallation directing group.

Synthesis of 2-Substituted Benzothio(seleno)phenes and Indoles via Ag-Catalyzed Cyclization/Demethylation of 2-Alkynylthio(seleno)anisoles and 2-Alkynyldimethylanilines

An Ag-catalyzed cyclization/demethylation of 2-alkynylthio(seleno)anisoles and 2-alkynyldimethylanilines is described and applied for the construction of valuable benzothio(seleno)phenes as well as indoles. Various 2-substituted benzothio(seleno)phenes and indoles were obtained in good to excellent yields under mild reaction conditions with low catalyst loading. An application of this new method is also exemplified with a concise synthesis of a bioactive molecule precursor. Furthermore, a conceivable reaction mechanism is proposed with supports from isotope-exchange experiments.