Access to New Endoperoxide Derivatives by Electrochemical Oxidation of Substituted 3-Azabicyclo[4.1.0]hept-4-enes

Frédérick Nuter (1) , Abdou Khadre Djily Dimé (2) , Cheng Chen (3) , Lotfi Bounaadja (4) , Elisabeth Mouray (4) , Isabelle Florent (4) , Yvan Six (3) , Olivier Buriez (2) , Angela Marinetti (1) , Arnaud Voituriez (1)

1 ICSN - Institut de Chimie des Substances Naturelles
2 PASTEUR - Processus d'Activation Sélective par Transfert d'Energie Uni-électronique ou Radiatif (UMR 8640)
3 DCSO - Laboratoire de synthèse organique
4 MCAM - Molécules de Communication et Adaptation des Micro-Organismes

A series of substituted 3-azabicyclo[4.1.0]hept-4-ene derivatives were prepared and analysed by cyclic voltammetry. Preparative aerobic electrochemical oxidation reactions were then carried out. Three original endoperoxides were isolated, characterised and subjected to antimalarial and cytotoxicity activity assays.

Keywords: anti-plasmodial activity; catalysis; cycloisomerization; electrochemistry; endoperoxides

Domains: Organic chemistry

Frédérick Nuter, Abdou Khadre Djily Dimé, Cheng Chen, Lotfi Bounaadja, Elisabeth Mouray, et al.. Access to New Endoperoxide Derivatives by Electrochemical Oxidation of Substituted 3-Azabicyclo[4.1.0]hept-4-enes. Chemistry - A European Journal, 2015, 21 (14), pp.5584-5593. ⟨10.1002/chem.201406138⟩. ⟨hal-01178411⟩