Mild and efficient copper-catalyzed amination of aryl bromides with primary alkylamines

Organic Letters

Volumn 5, Issue 6, 2003, Pages 793-796

  Kwong, Fuk Yee ^a   Buchwald, Stephen L ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC AMINE; BROMIDE; COPPER; FUNCTIONAL GROUP; LIGAND; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; SOLVENT; AMINE; BROMINE DERIVATIVE;

AMINATION; ARTICLE; CATALYSIS; COMMERCIAL PHENOMENA; SYNTHESIS; TEMPERATURE; CHEMISTRY;

AMINES; BROMINE COMPOUNDS; CATALYSIS; COPPER;

EID: 0038276941     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0273396     Document Type: Article

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44. 3N (33%).
45. 4. Solvent was removed in vacuo, and the residue was purified by flash column chromatography on silica gel to afford the desired product.
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50. Color of the solid (base, CuI, and N,N-diethylsalicylamide ligand) changed from white to green upon addition of the amine substrate at room temperature. The color of the solid then changed to brown when the reaction mixture was heated to 100°C for <5 min. The reaction mixture maintains its appearance as a solid after heating for 18-22 h.