From [(11)C]CO(2) to [(11)C]amides: a rapid one-pot synthesis via the Mitsunobu reaction

A novel amide synthesis methodology is described using amines, CO(2) and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [(11)C]CO(2). The synthetic utility of the one-pot labelling methodology was demonstrated by...

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Detalles Bibliográficos
Autores principales: Bongarzone, S., Runser, A., Taddei, C., Dheere, A. K. Haji, Gee, A. D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5708528/
https://www.ncbi.nlm.nih.gov/pubmed/28447672
http://dx.doi.org/10.1039/c7cc01407d
Descripción
Sumario:A novel amide synthesis methodology is described using amines, CO(2) and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [(11)C]CO(2). The synthetic utility of the one-pot labelling methodology was demonstrated by producing [(11)C]melatonin. The incorporation of [(11)C]CO(2) into [(11)C]melatonin was 36% – determined by radioHPLC 2 min post [(11)C]CO(2) delivery.

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