HAL will be down for maintenance from Friday, June 10 at 4pm through Monday, June 13 at 9am. More information
Skip to Main content Skip to Navigation

Des réactions multicomposants aux réactions de Tsuji-Trost des dérivés nitrés et phosphorylés

Abstract : The work of this thesis focused on the development of new synthesis methods around the chemistry of multicomponent reactions and Tsuji-Trost reactions of nitro and phosphorylated derivatives. In Chapter I, we developed a new pathway to propargylic indoles involving A3 adducts and an amine removal reaction in the presence of 1,2-dibromoethane. In Chapter II, we demonstrated the possibility of exploiting Tsuji-Trost reactions by the formation of O-allyl products from α-hydroxyphosphonates. The ring closing metathesis applied to a range of O-allylated α-hydroxyphosphonates allowed phosphono-oxaheterocycles to be synthesized. Furthermore, we also demonstrated the interest of α-hydroxyphosphonates from cinnamaldehyde for Tsuji-Trost / Claisen tandems by the formation of α-allylated acid derivatives. In Chapter III, we described a coupling between boronic acids and silylated nitronates to produce α, β-unsaturated oximes. Subsequently we converted the α, β-unsaturated oximes obtained in isoxazoles by an oxidizing cyclization. Finally, in Chapter IV, we continued the reactions of Tsuji-trost by developing a synthesis of dienes from allylic nitro derivatives. This reaction has been extended to the synthesis of naphatlene substituted at the 1-position.
Document type :
Complete list of metadata

Cited literature [93 references]  Display  Hide  Download

Contributor : Abes Star :  Contact
Submitted on : Friday, March 8, 2019 - 3:17:06 PM
Last modification on : Wednesday, May 11, 2022 - 3:22:02 PM
Long-term archiving on: : Monday, June 10, 2019 - 9:37:31 AM


Version validated by the jury (STAR)


  • HAL Id : tel-02062070, version 1


Mansour Dolé Kerim. Des réactions multicomposants aux réactions de Tsuji-Trost des dérivés nitrés et phosphorylés. Chimie organique. Université Paris Saclay (COmUE), 2018. Français. ⟨NNT : 2018SACLX115⟩. ⟨tel-02062070⟩



Record views


Files downloads