The Use of Lithium Amides in the Palladium-Mediated Synthesis of [Carbonyl-11C]Amides

Itsenko, OleksiyUppsala universitet,Institutionen för biokemi och organisk kemi (author)

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.

Blom, ElisabethUppsala universitet,Institutionen för biokemi och organisk kemi,Bengt Långström(Swepub:uu)elblo622 (author)
Långström, BengtUppsala universitet,Institutionen för biokemi och organisk kemi(Swepub:uu)benglang (author)
Kihlberg, Tor (author)
Uppsala universitetInstitutionen för biokemi och organisk kemi (creator_code:org_t)

In:European Journal of Organic ChemistryWeinheim, Germany : Wiley2007:26, s. 4337-43421434-193X1099-0690

By the author/editor: Itsenko, Oleksiy; Blom, Elisabeth; Långström, Bengt; Kihlberg, Tor

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MEDICAL AND HEALTH SCIENCES: MEDICAL AND HEAL ...; and Basic Medicine; and Other Basic Medi ...

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