276243-95-9

Basic information

• Product Name: 1H-Indole, 1-(3,5-dimethylphenyl)-
• CAS NO: 276243-95-9
• Molecular Formula: C16H15N
• Molecular Weight: 221.302
• Mol File: 276243-95-9.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 1-(3,5-dimethylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 1-(3,5-dimethylphenyl)-(276243-95-9)
• EPA Substance Registry System: 1H-Indole, 1-(3,5-dimethylphenyl)-(276243-95-9)

Safety Data

• Hazardous Substances Data: 276243-95-9(Hazardous Substances Data)

Usage

Structure

An indole derivative with a 3,5-dimethylphenyl group attached to the 1-position of the indole ring

Usage

Commonly used as a building block in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals

Biological activities

Studied for its potential anti-inflammatory, anti-cancer, and anti-microbial properties

Fluorescent dye

Used in chemical and biological research

Upstream product

• 120-72-9 indole 
• 556-96-7 5-bromo-1,3-xylene 
• 19311-91-2 N,N-diethylsalicylamide 
• 25653-16-1 tris(3,5-dimethylphenyl) phosphate 
• 95127-25-6 3,5-dimethylphenyl 4-methylbenzenesulfonate 
• 22445-41-6 3,5-dimethylphenyl iodide 

Relevant articles and documents

Palladium-Catalyzed Three-Component Regioselective Dehydrogenative Coupling of Indoles, 2-Methylbut-2-ene, and Carboxylic Acids

Five-carbon (C5) structural units are the fundamental building blocks of many natural products. An unprecedented palladium-catalyzed three-component dehydrogenative cascade coupling of indoles, 2-methylbut-2-ene, and carboxylic acids has been developed. The approach enables the straightforward introduction of a C3′-bonded five-carbon structural unit with a tertiary alcohol quaternary carbon center into indoles. The protocol employs 2-methylbut-2-ene as the C5 source and is featured by a broad substrate scope, atom and step economies, and high chemo- and regioselectivies.

Tryptamine Synthesis by Iron Porphyrin Catalyzed C?H Functionalization of Indoles with Diazoacetonitrile

The functionalization of C?H bonds with non-precious metal catalysts is an important research area for the development of efficient and sustainable processes. Herein, we describe the development of iron porphyrin catalyzed reactions of diazoacetonitrile with N-heterocycles yielding important precursors of tryptamines, along with experimental mechanistic studies and proof-of-concept studies of an enzymatic process with YfeX enzyme. By using readily available FeTPPCl, we achieved the highly efficient C?H functionalization of indole and indazole heterocycles. These transformations feature mild reaction conditions, excellent yields with broad functional group tolerance, can be conducted on gram scale, and thus provide a unique streamlined access to tryptamines.

Palladium-Catalyzed C(sp2)-N Bond Cross-Coupling with Triaryl Phosphates

The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.