Selective Copper-Promoted Cross-Coupling of Aromatic Amines with Alkyl Boronic Acids
Marta Larrosa, César Guerrero, Ramón Rodríguez, Jacobo Cruces*
*GalChimia, S.L., R&D Department, Cebreiro s/n, 15823 O Pino,
A Coruña, Spain, Email: jacobo.crucesgalchimia.com
M. Larrosa, C. Guerrero, R. Rodríguez, J. Cruces, Synlett, 2010, 2101-2105.
DOI: 10.1055/s-0030-1258523
see article for more reactions
Abstract
A simple copper-promoted N-monoalkylation of anilines that utilizes alkyl boronic acids as the alkylating partner is carried out in refluxing dioxane and allows a number of structurally and electronically diverse anilines to be functionalized in a single step. A broad study was carried out to demonstrate the utility of this new methodology for the preparation of phenethylanilines.
see article for more examples
Selective Monomethylation of Anilines by Cu(OAc)2-Promoted Cross-Coupling with MeB(OH)2
I. González, J. Mosquera, C. Guerrero, R. Rodríguez, Jacobo Cruces, Org. Lett., 2009, 11, 1677-1680.
Key Words
alkylation, copper, cross-coupling, boron, Chan-Lam Coupling, Anilines
ID: J60-Y2010-2420