124006-23-1Relevant articles and documents
Amino acid promoted CuI-catalyzed C-N bond formation between aryl halides and amines or N-containing heterocycles
Zhang, Hui,Cai, Qian,Ma, Dawei
, p. 5164 - 5173 (2007/10/03)
CuI-catalyzed coupling reaction of electron-deficient aryl iodides with aliphatic primary amines occurs at 40 °C under the promotion of N-methylglycine. Using L-proline as the promoter, coupling reaction of aryl iodides or aryl bromides with aliphatic primary amines, aliphatic cyclic secondary amines, or electron-rich primary arylamines proceeds at 60-90 °C; an intramolecular coupling reaction between aryl chloride and primary amine moieties gives indoline at 70 °C; coupling reaction of aryl iodides with indole, pyrrole, carbazole, imidazole, or pyrazole can be carried out at 75-90 °C; and coupling reaction of electron-deficient aryl bromides with imidazole or pyrazole occurs at 60-90 °C to provide the corresponding N-aryl products in good to excellent yields. In addition, N,N-dimethylglycine promotes the coupling reaction of electron-rich aryl bromides with imidazole or pyrazole to afford the corresponding N-aryl imidazoles or pyrazoles at 110 °C. The possible action of amino acids in these coupling reactions is discussed.
ARYLATION OF AMINES BY ARYLLEAD TRIACETATES USING COPPER CATALYSIS.
Barton, Derek H.R.,Donelly, Dervilla M.X.,Finet, Jean-Pierre,Guiry, Patrick J.
, p. 1377 - 1380 (2007/10/02)
The selective monoarylation of aliphatic, heterocyclic and aromatic amines has been performed with a variety of aryllead triacetates 1-4 under copper diacetate catalysis.