Dearomatization of indoles for the total synthesis of natural products

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Event details

Date 23.11.2021
Hour 16:1517:15
Speaker Dr. Guillaume Vincent, Université Paris-Sud, France https://www.icmmo.u-psud.fr/fr/perso/guillaume-vincent/
Location
AUDITOIRE CE1
Category Conferences - Seminars
Event Language English
Dearomatization of Indoles for the Total Synthesis of Natural Products


Guillaume Vincent
Institut de Chimie Moléculaire et des Matériaux d’Orsay
Université Paris Saclay, CNRS
91405 Orsay, France
Email: [email protected]


We aim to study the chemistry of the indole nucleus and to develop original strategies towards dearomatisation reactions of indoles in order to obtain biologically relevant three dimensional scaffolds (“drug like”) and to achieve the total synthesis of indoline-containing natural products.1,2 To this end, we developed synthetic methods via the Umpolung of N-Ac indoles and oxidative couplings of indoles.3,4
  1. Lachkar, D. ; Denizot, N.; Poupon, E.; Evanno, L.; Vincent, G. et al. Nat. Chem. 2017, 9, 793-798.
  2. a) Jarret, M.; Tap, A.; Kouklovsky, C.; Poupon, E.; Evanno, L.; Vincent, G.  Angew. Chem. Int. Ed. 2018, 57, 12294-12298; b) Jarret, M.; Turpin, V.; Tap, A.; Gallard, J.-F.; Kouklovsky, C.; Poupon, E.; Vincent, G.; Evanno, L. Angew. Chem. Int. Ed. 2019, 58, 9861-9865; c) Dou, Y.; Kouklovsky, C.; Gandon, V.; Vincent, G. Angew. Chem. Int. Ed. 2020, 59, 1527.
  3. a) Denizot, N.; Poulilhès, A.; Cucca, M.; Beaud, R.; Guillot, R.; Kouklovsky, C.; Vincent, G. Org. Lett. 2014, 16, 5752-5755; b) Tomakinian, T.; Guillot, R.; Kouklovsky, C. Vincent, G. Ang. Chem. Int. Ed. 2014, 53, 11881-11885; c) Beaud, R.; Guillot, R.; Kouklovsky, C. Vincent, G. Ang. Chem. Int. Ed. 2012, 51, 12546-12550.
  4. Wu, J.; Dou, Y.; Guillot, R.; Vincent, G. J. Am. Chem. Soc. 2019, 141, 2832-2837.

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