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Copper‐Catalyzed Arylation of Nitrogen Heterocycles from Anilines under Ligand‐Free Conditions
Author(s) -
Toummini Dounia,
Tlili Anis,
Bergès Julien,
Ouazzani Fouad,
Taillefer Marc
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201404982
Subject(s) - catalysis , ligand (biochemistry) , pyrazole , copper , chemistry , nitrogen , metal , combinatorial chemistry , polymer chemistry , organic chemistry , biochemistry , receptor
The arylation of pyrazole and derivatives can be achieved by coupling arenediazonium species (formed in situ from anilines) by using a catalytic system that employs low‐toxicity and inexpensive copper metal under very mild and ligand‐free conditions ( T =20 °C). From other nitrogen heterocycles, the presence of an additive (NBu 4 I) significantly improves the efficiency of the catalytic system. These results represent the first examples of CN bond formation from arenediazonium species.