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

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 hig...

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Published inGreen 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
LanguageEnglish
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
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Abstract 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).
AbstractList 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).
Author Zhang, Fuxing
Yu, Jiangxi
Wang, Deping
Kuang, Daizhi
Li, Junhua
Author_xml – sequence: 1
  givenname: Deping
  surname: Wang
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  surname: Kuang
  fullname: Kuang, Daizhi
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  givenname: Jiangxi
  surname: Yu
  fullname: Yu, Jiangxi
– sequence: 5
  givenname: Junhua
  surname: Li
  fullname: Li, Junhua
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Issue 5
Keywords 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
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Royal Society of Chemistry
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Snippet 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,...
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StartPage 1268
SubjectTerms 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
Title A highly efficient Cu-catalyst system for N-arylation of azoles in water
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