6225-59-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Production:
2,3-dihydro-1H-Pyrrolizine-5-carboxaldehyde is utilized as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, leveraging its potential biological activity to contribute to the development of new drugs and pesticides.
Used in Medicinal Chemistry and Drug Discovery:
In the field of medicinal chemistry, 2,3-dihydro-1H-Pyrrolizine-5-carboxaldehyde serves as a building block for the creation of complex molecules, facilitating the discovery of novel therapeutic agents with improved efficacy and selectivity.
Used in Chemical Research and Analysis:
2,3-dihydro-1H-Pyrrolizine-5-carboxaldehyde also finds applications in chemical research and analysis, where it may be employed to study the properties of related compounds or to develop new analytical methods for detecting and quantifying similar substances.

Upstream product

• 400715-58-4 phenyl 4-(2-formyl-1H-pyrrol-1-yl)butaneselenoate 
• 61837-38-5 4-(2-formyl-1H-pyrrol-1-yl)butanoic acid 
• 1003-29-8 2-pyrrole aldehyde 

Relevant academic research and scientific papers

Acyl radical cyclisation onto pyrroles

Synthetically useful [1,2-a]-fused pyrroles, e.g. 2,3-dihydro-1H-pyrrolizidines substituted in the 1- and 7-positions, have been generated by acyl radical cyclisation onto pyrroles using N-(ω-acyl)-radicals generated from acyl-selenide precursors. The protocol does not require high pressures of CO. Mechanistic studies indicate the key role of azo radical initiators as oxidants of the intermediate π-radicals.

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.