A highly efficient Cu-catalyst system for N-arylation of azoles in water

• Published in: Green chemistry : an international journal and green chemistry resource : GC Vol. 14; no. 5; pp. 1268 - 1271
• Main Authors: Wang, Deping, Zhang, Fuxing, Kuang, Daizhi, Yu, Jiangxi, Li, Junhua
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 01.01.2012; Royal Society of Chemistry
• Subjects: arylation; bromides; Catalysis; catalysts; Catalysts: preparations and properties; catalytic activity; Chemistry; Chemistry, Multidisciplinary; chlorides; Exact sciences and technology; General and physical chemistry; Green & Sustainable Science & Technology; green chemistry; Heterocyclic compounds; Heterocyclic compounds with only one n hetero atom and condensed derivatives; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; imidazoles; ligands; Organic chemistry; organoiodine compounds; Physical Sciences; Preparations and properties; Science & Technology; Science & Technology - Other Topics; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; CROSS-COUPLING REACTIONS; VINYLATION REACTIONS; MILD CONDITIONS; BOND-FORMING REACTIONS; ORGANIC-REACTIONS; ARYL HALIDES; GREEN CHEMISTRY; HETEROARYL HALIDES; ESTROGEN-RECEPTOR; COPPER CATALYST; Water; Arylation; Imidazole derivatives; Catalytic reaction; Bromoarene; Nitrogen heterocycle; Ligand; Azole derivatives; Quinoline derivatives; Oxime; Organic chlorine compounds; Chemical coupling; Iodoarene; Chlorides; Copper I Iodides; Catalyst; Electrons
• ISSN: 1463-9262; 1463-9270; 1463-9270
• DOI: 10.1039/c2gc35077g

6,7-Dihydroquinolin-8(5H)-one oxime (L3) was found to serve as a superior ligand for the CuI-catalyzed N-arylation of imidazoles with aryl iodides, bromides, and electron-deficient chlorides in water. Moreover, the CuI/L3 catalyst system enabled the coupling reactions to take place smoothly with high yields under a low catalyst loading (0.1-1 mol% CuI and 0.2-2 mol% L3).