Développement de méthodologies de SRN1 et de catalyse photoredox pour la synthèse d’indoles tétracycliques

Cherif Adouama 1
1 SMITh - Synthèse de Molécules d'Intérêt Thérapeutique
ICBMS - Institut de Chimie et Biochimie Moléculaires et Supramoléculaires
Abstract : The development of new, soft and ecofriendly synthetic methodologies is today a real need. In this context, radical Chemistry allows to make a wide diversity of reactions thanks to soft initation steps (electrochemical or photochemical). Tetracyclic indoles and gem-difluoroacyles molecules, present in a lot of therapeutic compounds, appeared as relevant targets. 3,4-fused tetracyclic indoles, had been synthesized by Unimolecular Nucleophilic Radical Substitution (SRN1). Since the 1960s, SRN1 reaction allows coupling reactions between a nucleophilic species and a radical acceptor to be performed. On the other hand, gem-difluoroacyles tetracyclic indoles had been synthesized by tandem radical cyclisation initiated by electrochemical and photoredox catalysis. Since its rediscovery by the end of the 2000s, photoredox catalysis, similar to electrocatalysis, had seen an increasing interest. Photoredox catalysis is based on the use of a photocatalyst that become an oxidant or a reductant under visible irradiation
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Cherif Adouama. Développement de méthodologies de SRN1 et de catalyse photoredox pour la synthèse d’indoles tétracycliques. Chimie organique. Université de Lyon, 2018. Français. ⟨NNT : 2018LYSE1223⟩. ⟨tel-02056844⟩

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