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Microwave-Enhanced Copper-Catalyzed N-Arylation of Free and Protected Amino Acids in Water
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical and Analytical Chemistry, Analytical Chemistry.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry.
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
Abstract [en]

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.
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:uu:diva-10522DOI: 10.1021/cc060150rISI: 000244799100005OAI: oai:DiVA.org:uu-10522DiVA: diva2:38290
Available from: 2007-03-29 Created: 2007-03-29 Last updated: 2017-12-11Bibliographically approved

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Sjöberg, Per J. R.Larhed, Mats

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