J. Org. Chem. [SOPhy]

Abstract :

A method for the construction of trifluorinated-5-methylenepyrrolidinone is reported. This strategy combines an acid-catalyzed two-carbon homologation process between ynamides and aldehydes, providing CF₃-substituted dienes followed by a metal-free domino hydroamination/isomerization/transamidation sequence, delivering trifluorinated-5-methylenepyrrolidinone stereoselectively.

Graphical Abstract :

Reference :

Dorian Schutz, Clément Gommenginger, Baptiste Moegle, Maxime Hourtoule, Ludovik Noël-Duchesneau, and Laurence Miesch

Transition Metal-Free Domino Hydroamination/Isomerization/Transamidation Sequence: An Entry to Trifluorinated γ-Lactams

J. Org. Chem. 2024 – DOI : https://pubs.acs.org/doi/10.1021/acs.joc.4c00878

 

Contact :

Laurence Miesch, équipe SOPhy (https://sophy.chimie.unistra.fr), Institut de Chimie de Strasbourg (UMR 7177).