Solvent-free ruthenium-catalysed triflate coupling as a convenient method for selective azole- o -C–H monoarylation

Oumaima Abidi (1) , Taoufik Boubaker (2) , Jean-Cyrille Hierso (1) , Julien Roger (1)

1 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]
2 UM - Université de Monastir - University of Monastir

Metal-catalysed ortho-directed C–H functionalization usually faces selectivity issues in the competition between mono- and disubstitution processes. We report herein the ruthenium-catalysed N-directed C–H monoarylation of arylpyrazoles with a selectivity up to 96% or that globally reaches values above 80%. This selectivity is an effect of solvent-free conditions that is associated with sulfonate reagents, in the absence of frequently used acidic additives.

Domaines: Chimie organique; Catalyse

Oumaima Abidi, Taoufik Boubaker, Jean-Cyrille Hierso, Julien Roger. Solvent-free ruthenium-catalysed triflate coupling as a convenient method for selective azole- o -C–H monoarylation. Organic & Biomolecular Chemistry, 2019, 17 (24), pp.5916-5919. ⟨10.1039/C9OB00806C⟩. ⟨hal-03664157⟩