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Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes

[Image: see text] A novel copper-mediated carboxylation strategy of aryl- and heteroaryl-stannanes is described. The method serves as a mild (i.e., 1 atm) carboxylation method using stable carbon dioxide and is transferable as a radiosynthetic approach for carbon-11-labeled aromatic and heteroaromat...

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Autores principales: Duffy, Ian R., Vasdev, Neil, Dahl, Kenneth
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7161067/
https://www.ncbi.nlm.nih.gov/pubmed/32309734
http://dx.doi.org/10.1021/acsomega.0c00524
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author Duffy, Ian R.
Vasdev, Neil
Dahl, Kenneth
author_facet Duffy, Ian R.
Vasdev, Neil
Dahl, Kenneth
author_sort Duffy, Ian R.
collection PubMed
description [Image: see text] A novel copper-mediated carboxylation strategy of aryl- and heteroaryl-stannanes is described. The method serves as a mild (i.e., 1 atm) carboxylation method using stable carbon dioxide and is transferable as a radiosynthetic approach for carbon-11-labeled aromatic and heteroaromatic carboxylic acids using sub-stoichiometric quantities of [(11)C]CO(2). The methodology was applied to the radiosynthesis of the retinoid X receptor agonist, [(11)C]bexarotene, with a decay-corrected radiochemical yield of 32 ± 5% and molar activity of 38 ± 23 GBq/μmol (n = 3).
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spelling pubmed-71610672020-04-17 Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes Duffy, Ian R. Vasdev, Neil Dahl, Kenneth ACS Omega [Image: see text] A novel copper-mediated carboxylation strategy of aryl- and heteroaryl-stannanes is described. The method serves as a mild (i.e., 1 atm) carboxylation method using stable carbon dioxide and is transferable as a radiosynthetic approach for carbon-11-labeled aromatic and heteroaromatic carboxylic acids using sub-stoichiometric quantities of [(11)C]CO(2). The methodology was applied to the radiosynthesis of the retinoid X receptor agonist, [(11)C]bexarotene, with a decay-corrected radiochemical yield of 32 ± 5% and molar activity of 38 ± 23 GBq/μmol (n = 3). American Chemical Society 2020-04-02 /pmc/articles/PMC7161067/ /pubmed/32309734 http://dx.doi.org/10.1021/acsomega.0c00524 Text en Copyright © 2020 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 Duffy, Ian R.
Vasdev, Neil
Dahl, Kenneth
Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes
title Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes
title_full Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes
title_fullStr Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes
title_full_unstemmed Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes
title_short Copper(I)-Mediated (11)C-Carboxylation of (Hetero)arylstannanes
title_sort copper(i)-mediated (11)c-carboxylation of (hetero)arylstannanes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7161067/
https://www.ncbi.nlm.nih.gov/pubmed/32309734
http://dx.doi.org/10.1021/acsomega.0c00524
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