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Synfacts 2007(11): 1222-1222  
DOI: 10.1055/s-2007-991219
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

N-Arylation of Heterocycles Using Nanocrystalline Copper(II) Oxide

Contributor(s): Yasuhiro Uozumi, Hiroe Takenaka
M. L. Kantam*, J. Yadav, S. Laha, B. Sreedhar, S. Jha
Indian Institute of Chemical Technology, Hyderabad and Jadavpur University, Kolkata, India
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Publication History

Publication Date:
23 October 2007 (online)

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Significance

The cross-coupling reaction of nitro­gen heterocycles (imidazole, pyrrole, benzimidazole, pyrazole, indole) with various activated chloro- and fluoroarenes was achieved by using nanocrystalline CuO as catalyst. The reactions were carried out in the presence of 10 mol% of nano-CuO and K2CO3 as a base in DMF to give the corresponding N-arylated products in 76-94% yield. The nano-CuO catalyst was recovered by simple centrifugation-decantation and reused five times for N-arylation of imidazole with 4-chloro­benzonitrile.