The Use of Lithium Amides in the Palladium-Mediated Synthesis of [Carbonyl-11C]Amides
2007 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, Vol. 2007, no 26, 4337-4342 p.Article in journal (Refereed) Published
Weakly nucleophilic amines were converted into the corresponding lithium amides and used in either one- or two-pot palladium mediated-reactions with [11C]carbon monoxide and aryl iodides. It was found that palladium acyl complexes may be prepared in a separate step and have sufficient lifetime to be used in a subsequent reaction with a nucleophile. This two-pot procedure was used for the labelling synthesis of eleven amides (nine of which are analogues of WAY-100635, a 5-HT1A radioligand) from weakly nucleophilic amines. The results were compared to a direct one-pot procedure using lithium amides. Both approaches extend the scope of palladium-mediated carbonylation using [11C]carbon monoxide and aryl iodides allowing use of weakly nucleophilic amines.
Place, publisher, year, edition, pages
Weinheim, Germany: Wiley , 2007. Vol. 2007, no 26, 4337-4342 p.
Carbon monoxide, carbonylation, palladium, lithium, amides
Other Basic Medicine
IdentifiersURN: urn:nbn:se:uu:diva-106710DOI: 10.1002/ejoc.200700255ISI: 000249797200009OAI: oai:DiVA.org:uu-106710DiVA: diva2:236742