54470-19-8

Basic information

• Product Name: 1H-Indole, 5-bromo-3-phenyl-
• CAS NO: 54470-19-8
• Molecular Formula: C14H10BrN
• Molecular Weight: 272.144
• Mol File: 54470-19-8.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 5-bromo-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 5-bromo-3-phenyl-(54470-19-8)
• EPA Substance Registry System: 1H-Indole, 5-bromo-3-phenyl-(54470-19-8)

Safety Data

• Hazardous Substances Data: 54470-19-8(Hazardous Substances Data)

Usage

Structure

A derivative of indole with a bromine atom at the 5th position and a phenyl group at the 3rd position

Usage

Commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals

Biological activities

Potential anti-cancer agent, ligand in metal-catalyzed reactions

Other properties

Antimicrobial and anti-inflammatory properties

Industrial and medicinal applications

Versatile compound with promising potential for various applications.

Upstream product

• 3623-23-2 4-bromonitrosobenzene 
• 536-74-3 phenylacetylene 
• 10075-50-0 5-bromo-1H-indole 
• 66003-76-7 Diphenyliodonium triflate 
• 591-50-4 iodobenzene 
• 100-63-0 phenylhydrazine 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 122-78-1 phenylacetaldehyde 
• 39263-32-6 2-amino-5-bromobenzonitrile 
• 39859-36-4 2-amino-5-bromobenzophenone 
• 41931-18-4 (4-bromophenyl)hydrazine hydrochloride salt 
• 100-52-7 benzaldehyde 
• 33863-75-1 (±)-trans-phenyloxiriane-2-carbonitrile 
• 60-12-8 2-phenylethanol 

Downstream Products

• 54470-20-1 C₁₆H₁₂BrNO 

Relevant articles and documents

Ir(iii)-Catalysed electrooxidative intramolecular dehydrogenative C-H/N-H coupling for the synthesis of N-H indoles

Herein, an iridium(iii)-catalysed electrooxidative intramolecular dehydrogenative C-H/N-H coupling of unprotected 2-alkenyl anilines is described. The developed method allows the synthesis of a variety of 3-substituted N-H indole scaffolds under undivided electrolytic conditions. Mechanistic studies suggest that the reaction proceeds through the electro-oxidation induced reductive elimination pathway.

Tandem Olefin Isomerization/Cyclization Catalyzed by Complex Nickel Hydride and Br?nsted Acid

We disclose a nickel/Br?nsted acid-catalyzed tandem process consisting of double bond isomerization of allyl ethers and amines and subsequent intramolecular reaction with nucleophiles. The process is accomplished by [(Me3P)4NiH]N(SO2CF3)2 in the presence of triflic acid. The methodology provides rapid access to tetrahydropyran-fused indoles and other oxacyclic scaffolds under very low catalyst loadings.

Regiospecificity in Ligand-Free Pd-Catalyzed C-H Arylation of Indoles: LiHMDS as Base and Transient Directing Group

A highly efficient catalyst-base pair for the C-H arylation of free (NH)-indoles in the C-3 position is reported. Ligand-free palladium acetate coupled with lithium hexamethyldisilazide (LiHMDS) catalyzed the regiospecific, i.e. 100% regioselective, C-3 a