Organic Letters [SOPhy]

Abstract :

The significance of molecules containing difluoromethyl groups is driven by their potential applications in pharmaceutical and agrochemical science. Methods for the incorporation of lightly fluorinated groups such as CF₂H have been less well developed. Here we report the use of difluorinated diazoacetone as a practical reagent for the direct synthesis of CF₂H-substituted 2-amidofurans through addition to ynamides. These newly designed difluorinated amidofurans were elaborated to create new nitrogen-containing frameworks that would be challenging to obtain otherwise.

Graphical Abstract :

Reference :

Yongxiang Zheng, Anna Perfetto, Davide Luise, Ilaria Ciofini, Laurence Miesch.

Direct Synthesis of CF2HSubstituted 2Amidofurans via Copper-Catalyzed Addition of Difluorinated Diazoacetone to Ynamides

Organic Letters, first published June 30, 2021- DOI: https://doi.org/10.1021/acs.orglett.1c01876

Contact :

Laurence Miesch, équipe SOPhy, Institut de Chimie (UMR 7177).