Séminaire UMR : nouveaux entrants (PhDs)
Yang ZHANG – Team CM – PhD
Hugo ESTEVES LARANJEIRA – Team CGP – PhD
Martin Lepeintre – Team OR – PhD
Gabrielle Poncet – Team MAS/JD- PhD
[Séminaires de l’UMR] Prof. Xavier Bantreil, Université de Montpellier, France Biologically active molecules and enabling technologies: the future in motion?
Biologically active molecules and enabling technologies:
the future in motion?
Abstract. Medicinal chemistry is often limited to standard bench techniques involving well-known classical reactions. In the past years, in the frame of a collaboration with the group of Prof. Pawel Zajdel (Jagellonian University Medical College, Krakow, Poland), we have studied the synthesis of biologically active molecules, targeting specific serotoninergic receptors, and that could be used for the treatment of the cognitive deficits that are associated with dementia and Alzheimer’s disease.1 A major improvement was found in the use of novel technologies such as flow chemistry2 and mechanochemistry.3 Ball-milling was also used as a unique approach for the synthesis of biologically active silver(I) complexes featuring N-heterocyclic carbene ligands.4
References
1) Zajdel, P.; Grychowska, K.; Mogilski, S.; Kurczab, R.; Satała, G.; Bugno, R.; Kos, T.; Gołębiowska, J.; Malikowska-Racia, N.; Nikiforuk, A.; Chaumont-Dubel, S.; Bantreil, X.; Pawłowski, M.; Martinez, J.; Subra, G.; Lamaty, F.; Marin, P.; Bojarski, A. J.; Popik, P., J. Med. Chem. 2021, 64, 13279.
2) Drop, M.; Bantreil, X.; Grychowska, K.; Umuhire Mahoro, G.; Colacino, E.; Pawlowski, M.; Martinez, J.; Subra, G.; Zajdel, P.; Lamaty, F. Green Chem. 2017, 19, 1647.
3) a) Canale, V.; Frisi, V.; Bantreil, X.; Lamaty, F.; Zajdel, P., J. Org. Chem. 2020, 85, 10958. b) Canale, V.; Kotańska, M.; Dziubina, A.; Stefaniak, M.; Siwek, A.; Starowicz, G.; Marciniec, K.; Kasza, P.; Satała, G.; Duszyńska, B.; Bantreil, X.; Lamaty, F.; Bednarski, M.; Sapa, J.; Zajdel, P., Molecules 2021, 26, 3828.
4) Beillard, A.; Quintin, F.; Gatignol, J.; Retailleau, P.; Renaud, J.-L.; Gaillard, S.; Métro, T.-X.; Lamaty, F.; Bantreil, X., Dalton Trans. 2020, 49, 12592.
[Séminaires de l’UMR] Prof. Huw Davies, Emory University, USA
CollaborativeApproach for Catalyst-Controlled Site-Selective and Enantioselective C-HFunctionalization.
One of the signature challenges of the NSF Center for Chemical Innovationon Selective C-H Functionalization (CCHF) has been the design of catalysts tocontrol site selective C-H functionalization reactions. Dirhodium tetracarboxylates have been veryeffective in this regard because the carboxylate ligands self-assemble oncoordination to the dirhodium to generate high symmetry chiral catalysts ofdefined shape and size. Thispresentation will describe the development of these catalysts and theirutilization in donor/acceptor carbene-induced C-H functionalization. The synthetic utility of this methodology willbe illustrated by various applications to the synthesis of natural products andchiral scaffolds of pharmaceutical interest.
Background References
- H. M. L. Davies and K. Liao, “Dirhodium tetracarboxylates: privileged catalysts for selective intermolecular C-H functionalization” Nature Rev. Chem. 3, 347-360 (2019).
- H. M. L. Davies, “Finding opportunities from surprises and failures. Development of rhodium-stabilized donor/acceptor carbenes and their application to catalyst-controlled C-H functionalization” J. Org. Chem. 84, 12722 (2019).