Copper-Catalyzed Arylation of Nitrogen Heterocycles from Anilines under Ligand-Free Conditions

Dounia Toummini (1) , Anis Tlili (1) , Julien Bergès (1) , Fouad Ouazzani (2) , Marc Taillefer (1)

1 ICGM ICMMM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier
2 LCOA FST - LCOA, FST Fès

Abstract: The arylation of pyrazole and derivatives can be achieved by coupling arenediazonium species (formed in situ from anilines) by using a catalytic system that em- ploys low-toxicity and inexpensive copper metal under very mild and ligand-free conditions (T = 20 8C). From other nitrogen heterocycles, the presence of an additive (NBu4I) significantly improves the efficiency of the catalytic system. These results represent the first examples of CÀN bond formation from arenediazonium species.

Domaines: Chemo-informatique

Dounia Toummini, Anis Tlili, Julien Bergès, Fouad Ouazzani, Marc Taillefer. Copper-Catalyzed Arylation of Nitrogen Heterocycles from Anilines under Ligand-Free Conditions. Chemistry - A European Journal, 2014, 20 (45), pp.14619-14625. ⟨10.1002/chem.201404982⟩. ⟨hal-01100316⟩