6311-84-8

Usage

Compound type

Heterocyclic aromatic compound

Components

Pyrrole ring and pyridine ring

Uses

Building block for pharmaceutical drugs, agrochemicals, and organic materials

Biological activities

Antimicrobial and antiviral properties

Investigated for

Potential use in treatment of neurological disorders and as a precursor in synthesis of biologically active molecules

Potential applications

Pharmaceutical and chemical industries

InChI:InChI=1/C11H12N2/c1-2-7-12-11(5-1)6-10-13-8-3-4-9-13/h1-5,7-9H,6,10H2

Upstream product

• 100-69-6 2-vinylpyridine 
• 109-97-7 pyrrole 
• 43036-06-2 3-(pyrrol-1-yl)propanenitrile 
• 74-86-2 acetylene 
• 114-91-0 Dekelmin 
• 1121-60-4 pyridine-2-carbaldehyde 

Relevant academic research and scientific papers

Catalytic Amination of β-(Hetero)arylethyl Ethers by Phosphazene Base t-Bu-P4

We describe the catalytic amination of β-(hetero)arylethyl ethers with amines using the organic superbase t-Bu-P4 to obtain β-(hetero)arylethylamines. The reaction has a broad substrate scope and allows the transformations of electron-deficient and electron-neutral β-(hetero)arylethyl ethers with various amines including pyrrole, N-alkylaniline, diphenylamine, aniline, indole, and indoline derivatives. Mechanistic studies indicate a two-reaction pathway of MeOH elimination from the substrate to form a (hetero)arylalkene followed by the hydroamination of the alkene.

Photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with acetylene: An effective method for the synthesis of 2-pyridines under mild conditions

The photocatalyzed [2 + 2 + 2]-cycloaddition of nitriles with 2 equiv of acetylene to 2-pyridines can be carried out under mild conditions and represents a valuable extension to common synthetical methods. For the ideal wavelength range (350-500 nm), lamps as well as sunlight can be used. Working at room temperature and in organic solvents such as toluene or hexane as well as in water gives satisfying results in many cases. However, it is also possible to vary the solvent and the reaction temperature of the photocatalyzed synthesis and to choose, with respect to the specific substrate, specific requirements for this particular reaction and general requirements of the method. This simple and selective method derives its potential mainly from the large variety of applicable nitriles. Suitable substrates include (functionalized) aliphatic and aromatic nitriles as well as cyanamides derived from secondary amines.