Skip to Main content Skip to Navigation
Theses

Application de la réaction de Diels-Alder à demande électronique inverse à la synthèse de nouveaux composés oxygénés et azotés à visée thérapeutique

Abstract : This work falls under a desire to develop new heteroaromatic architectures likely to show therapeutic potentials. For that the synthesis of dihydrofuro[2,3-b]pyridines and dihydropyrano[2,3-b]pyridines highly and variously functionalized appeared particularly interesting especially in obtaining new serotoninergic analogues. The access to these new structures was carried out via an intramolecular inverse electron demand Diels-Alder reaction with 1,2,4-triazines.

For this purpose, 3-methylsulfanyl-1,2,4-triazines were reacted with different nucleophiles allowing the introduction suitably substituted alkynes. The reactivity of such alkynes according to inverse electron demand Diels-Alder reaction was explored. Microwave activation of the cycloaddition reaction proved to be very efficient. Dihydrofuro[2,3-b]pyridines variously substituted in position 2, 3, 4, and/or 6 and dihydropyrano[2,3-b]pyridines substituted in position 3, 4, 5 and/or 7 were synthesized in good yields.
Document type :
Theses
Complete list of metadatas

Cited literature [88 references]  Display  Hide  Download

https://tel.archives-ouvertes.fr/tel-00151105
Contributor : Laurent Robin <>
Submitted on : Friday, June 1, 2007 - 4:07:51 PM
Last modification on : Thursday, March 5, 2020 - 6:48:48 PM
Long-term archiving on: : Thursday, April 8, 2010 - 5:10:23 PM

Identifiers

  • HAL Id : tel-00151105, version 1

Citation

Youssef Hajbi. Application de la réaction de Diels-Alder à demande électronique inverse à la synthèse de nouveaux composés oxygénés et azotés à visée thérapeutique. Autre. Université d'Orléans; UNIVERSITE CADI AYYAD, 2007. Français. ⟨tel-00151105⟩

Share

Metrics

Record views

654

Files downloads

5213