Fenestradienes and cyclooctatrienes : direct synthesis using a palladium-catalyzed cascade reaction
type: Distribution
access URL: https://theses.hal.science/tel-00836869
format: HTML
issued: 2026-05-10T15:13:18.253122
modified: 2026-05-10T15:13:18.228314

test_moissonnage_selune
type: Agent

Fenestradienes and cyclooctatrienes : direct synthesis using a palladium-catalyzed cascade reaction
type: Dataset
contact point: Organization
  fn: CCSD
keyword: fenestradienes
keyword: cyclooctatrienes
keyword: fenestrane
keyword: palladium-catalyzed
keyword: cascade-reaction
keyword: cyclooctatriene
keyword: theses
keyword: catalyse-au-palladium
keyword: reaction-en-cascade
keyword: chimothechemical-sciencesother
keyword: infoeu-reposemanticsdoctoralthesis
landing page: https://theses.hal.science/tel-00836869
description: This PhD thesis focuses on the study of methodologies employing cascade reactions and allowed access to a large variety of highly tense and functionalized polycyclic structures as fenestradienes and cyclooctatrienes. Those cascades reactions are initiated by a 4-exo-dig cyclocarbopalladation followed by a Sonogashira cross-coupling. Under appropriate conditions, an alkyne addition reaction on a triple bond allow to access a tetraene intermediate, Those four conjugated double bonds realize a conrotatory Sn electrocyclization. Under microwave irradiation conditions control, a supplementary 6n lectrocyclization can be performed. Several examples of [4.6.4.6] fenestradienes, 6-4-8 and 7-4-8 cyclooctatrienes have been synthesized, employing the same starting material and widely used catalysts and reactants. A particular attention is paid to alkyne addition reaction, which is carried out in the studied palladocatalyzed cascade reaction.
identifier: NNT: 2012STRAF040
issued: 2026-05-10T15:13:18.251729
language: fr
modified: 2026-05-10T15:13:18.251734