2-Aminopyrimidine-4,6-diol as an Efficient Ligand for Solvent-Free Copper-Catalyzed N-Arylations of Imidazoles with Aryl and Heteroaryl Halides

Efficient and solvent-free copper-catalyzed N-arylations of imidazoles with aryl and heteroaryl halides have been demonstrated. In the presence of CuBr, 2-aminopyrimidine-4,6-diol, and TBAF (n-Bu4NF), a variety of imidazoles underwent the N-arylation reaction with aryl and heteroaryl halides smoothl...

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Bibliographic Details
Published in:Journal of organic chemistry 2006-10, Vol.71 (21), p.8324-8327
Main Authors: Xie, Ye-Xiang, Pi, Shao-Feng, Wang, Jian, Yin, Du-Lin, Li, Jin-Heng
Format: Article
Language:English
Subjects:
Alcohols
Catalysis
Chemistry
Copper
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Hydrocarbons, Halogenated
Imidazoles - chemistry
Ligands
Organic chemistry
Preparations and properties
Pyrimidines - chemistry
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Summary:Efficient and solvent-free copper-catalyzed N-arylations of imidazoles with aryl and heteroaryl halides have been demonstrated. In the presence of CuBr, 2-aminopyrimidine-4,6-diol, and TBAF (n-Bu4NF), a variety of imidazoles underwent the N-arylation reaction with aryl and heteroaryl halides smoothly in moderate to excellent yields. Noteworthy is that the reaction is conducted under solvent-free conditions.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo061572q