Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF

[Image: see text] A copper-mediated nucleophilic radiofluorination of aryl- and vinylstannanes with [(18)F]KF is described. This method is fast, uses commercially available reagents, and is compatible with both electron-rich and electron-deficient arene substrates. This method has been applied to th...

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Autores principales: Makaravage, Katarina J., Brooks, Allen F., Mossine, Andrew V., Sanford, Melanie S., Scott, Peter J. H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5078836/
https://www.ncbi.nlm.nih.gov/pubmed/27718581
http://dx.doi.org/10.1021/acs.orglett.6b02911
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author Makaravage, Katarina J.
Brooks, Allen F.
Mossine, Andrew V.
Sanford, Melanie S.
Scott, Peter J. H.
author_facet Makaravage, Katarina J.
Brooks, Allen F.
Mossine, Andrew V.
Sanford, Melanie S.
Scott, Peter J. H.
author_sort Makaravage, Katarina J.
collection PubMed
description [Image: see text] A copper-mediated nucleophilic radiofluorination of aryl- and vinylstannanes with [(18)F]KF is described. This method is fast, uses commercially available reagents, and is compatible with both electron-rich and electron-deficient arene substrates. This method has been applied to the manual synthesis of a variety of clinically relevant radiotracers including protected [(18)F]F-phenylalanine and [(18)F]F-DOPA. In addition, an automated synthesis of [(18)F]MPPF is demonstrated that delivers a clinically validated dose of 200 ± 20 mCi with a high specific activity of 2400 ± 900 Ci/mmol.
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spelling pubmed-50788362016-10-26 Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF Makaravage, Katarina J. Brooks, Allen F. Mossine, Andrew V. Sanford, Melanie S. Scott, Peter J. H. Org Lett [Image: see text] A copper-mediated nucleophilic radiofluorination of aryl- and vinylstannanes with [(18)F]KF is described. This method is fast, uses commercially available reagents, and is compatible with both electron-rich and electron-deficient arene substrates. This method has been applied to the manual synthesis of a variety of clinically relevant radiotracers including protected [(18)F]F-phenylalanine and [(18)F]F-DOPA. In addition, an automated synthesis of [(18)F]MPPF is demonstrated that delivers a clinically validated dose of 200 ± 20 mCi with a high specific activity of 2400 ± 900 Ci/mmol. American Chemical Society 2016-10-10 2016-10-21 /pmc/articles/PMC5078836/ /pubmed/27718581 http://dx.doi.org/10.1021/acs.orglett.6b02911 Text en Copyright © 2016 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Makaravage, Katarina J.
Brooks, Allen F.
Mossine, Andrew V.
Sanford, Melanie S.
Scott, Peter J. H.
Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF
title Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF
title_full Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF
title_fullStr Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF
title_full_unstemmed Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF
title_short Copper-Mediated Radiofluorination of Arylstannanes with [(18)F]KF
title_sort copper-mediated radiofluorination of arylstannanes with [(18)f]kf
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5078836/
https://www.ncbi.nlm.nih.gov/pubmed/27718581
http://dx.doi.org/10.1021/acs.orglett.6b02911
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