Najet Ballagha PhD defense
Investigations into the use of homoallylic alcohols and carbonyl compounds in heterocyclic synthesis
Organic Chemistry & Interfaces (COrInt) team
Abstract
This manuscript describes the synthesis of various compounds. First, building on the team’s previous research, cyclopropanes were synthesized in basic conditions by the addition of secondary amines to chlorinated derivatives, while pyrrolidines were obtained by the addition of primary amines to acetylated derivatives. Next, we developed a new series of 2,N-disubstituted acetamides from two halogenothioxanthones using a palladium-catalyzed coupling reaction. Furthermore, subsequent cyclization in basic conditions paved the way for novel pentacyclic derivatives derived from thiochromeno [4,3,2-de]quinol-2-ones. Their N-butylacridone analogs were next obtained by following a similar approach from halogenoacridones. We also investigated synthetic routes to new polycyclic derivatives based on this acridone motif, and in particular heterocycles containing the 2-aminopyrimidine moiety, hexacyclic analogs of ceramidonine, and new boracycles of the N,O-BF₂ and O,O-BF₂ types. Finally, we evaluated the biological, photophysical and electrochemical properties of selected thioxanthone and acridone derivatives to establish structure-property relationships.
Jury
Christophe HOARAU, Professor, INSA Rouen Normandie / Examiner
M'hamed BEN MESSAOUDA, Associated Professor, University of Carthage / Examiner
Marie-Isabelle LANNOU, CNRS Researcher, University of Paris Cité / Reviewer
Ali SAMARAT, Professor, University of Carthage / Reviewer
Florence MONGIN, Professor, University of Rennes, ISCR / PhD Co-Director
Hédi M’RABET, Professeur, University of Tunis El Manar / PhD Director
Invited
William ERB, Maître de Conférences, University of Rennes, ISCR
Contact
Florence Mongin, florence.mongin@univ-rennes.fr
