Microwave-Enhanced Copper-Catalyzed N-Arylation of Free and Protected Amino Acids in Water
2007 (English)In: Journal of combinatorial chemistry, ISSN 1520-4766, E-ISSN 1520-4774, Vol. 9, no 2, 204-209 p.Article in journal (Refereed) Published
A microwave-enhanced copper-catalyzed protocol for N-arylation using water as the solvent is reported. This fast transformation allows the reaction between various amino acids or amino acid esters and a diverse set of substituted aryl bromides in less than 40 min, affording good yields of non-protected N-arylated amino acids with only minor racemization (6% or less). In addition, online ESI-MS and MS/MS analysis were used to "fish-out" an anionic Cu-containing amino acid complex directly from an ongoing N-arylation reaction.
Place, publisher, year, edition, pages
2007. Vol. 9, no 2, 204-209 p.
IdentifiersURN: urn:nbn:se:uu:diva-10522DOI: 10.1021/cc060150rISI: 000244799100005OAI: oai:DiVA.org:uu-10522DiVA: diva2:38290