199191-93-0

Usage

Structure

A derivative of imidazole with a five-membered ring containing two nitrogen atoms, a bromine atom, and an aldehyde functional group.

Reactivity

Due to the presence of the bromine atom and aldehyde functional group, it is versatile for various chemical reactions.

Applications

Commonly used in the synthesis of pharmaceuticals and other organic compounds.

Biological activities

The presence of the imidazole ring in its chemical structure indicates that it may have biological activities.

Medicinal chemistry

Used in drug discovery and development applications.

Upstream product

• 3034-50-2 4⁽⁵⁾formylimidazole 
• 109-64-8 1,3-dibromo-propane 

Downstream Products

• 199192-04-6 1-n-Propyl-1H-imidazole-4-carboxaldehyde 

Relevant academic research and scientific papers

Bu3SnH mediated oxidative radical cyclisation onto imidazoles and pyrroles

A new protocol using radical cyclisation has been developed for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles. The intermediate nucleophilic N-alkyl radicals, generated using Bu3SnH from N- (ω-bromoalkyl) or N-[ω-(phenylselanyl)alkyl] imidazoles and pyrroles, undergo regio-selective radical cyclisalion onto the azole rings followed by oxidative re-aromatisation.

Oxidative radical cyclisations onto imidazoles and pyrroles using Bu3SnH

Oxidative radical cyclisation using Bu3SnH has been used for the synthesis of [1,2-c]-fused imidazoles and [1,2-a]-fused pyrroles from imidazolecarbaldehydes and acylpyrroles respectively. The intermediate nucleophilic N-alkyl radicals cyclise onto imidazole and pyrrole rings followed by oxidative re-aromatisation.