Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride

Herein, we report a mild and practical protocol for the copper-catalyzed chlorofluoromethylthiolation of (hetero)aryl boronic acids with the novel reagent PhSO2SCFClH. The resulting products are amenable to halogen exchange 18F-fluorination with cyclotron-produced [18F]fluoride affording [18F]ArSCF2...

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Main Authors: Zhao, Q, Isenegger, PG, Wilson, TC, Sap, JBI, Guibbal, F, Lu, L, Gouverneur, V, Shen, Q
格式: Journal article
語言:English
出版: Chinese Chemical Society 2020
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author Zhao, Q
Isenegger, PG
Wilson, TC
Sap, JBI
Guibbal, F
Lu, L
Gouverneur, V
Shen, Q
author_facet Zhao, Q
Isenegger, PG
Wilson, TC
Sap, JBI
Guibbal, F
Lu, L
Gouverneur, V
Shen, Q
author_sort Zhao, Q
collection OXFORD
description Herein, we report a mild and practical protocol for the copper-catalyzed chlorofluoromethylthiolation of (hetero)aryl boronic acids with the novel reagent PhSO2SCFClH. The resulting products are amenable to halogen exchange 18F-fluorination with cyclotron-produced [18F]fluoride affording [18F]ArSCF2H. This process highlights the combined value of reagent development and (hetero)aryl boron precursors for radiochemistry by adding the [18F]SCF2H group to the list of 18F-motifs within reach for positron emission tomography studies.
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spelling oxford-uuid:4a7e3e8e-a93e-4bb6-abfa-01986c9517c72022-03-26T15:37:54ZRadiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluorideJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:4a7e3e8e-a93e-4bb6-abfa-01986c9517c7EnglishSymplectic ElementsChinese Chemical Society2020Zhao, QIsenegger, PGWilson, TCSap, JBIGuibbal, FLu, LGouverneur, VShen, QHerein, we report a mild and practical protocol for the copper-catalyzed chlorofluoromethylthiolation of (hetero)aryl boronic acids with the novel reagent PhSO2SCFClH. The resulting products are amenable to halogen exchange 18F-fluorination with cyclotron-produced [18F]fluoride affording [18F]ArSCF2H. This process highlights the combined value of reagent development and (hetero)aryl boron precursors for radiochemistry by adding the [18F]SCF2H group to the list of 18F-motifs within reach for positron emission tomography studies.
spellingShingle Zhao, Q
Isenegger, PG
Wilson, TC
Sap, JBI
Guibbal, F
Lu, L
Gouverneur, V
Shen, Q
Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride
title Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride
title_full Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride
title_fullStr Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride
title_full_unstemmed Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride
title_short Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride
title_sort radiosynthesis of 18f arylscf2h using aryl boronic acids s chlorofluoromethyl benzenesulfonothioate and 18f fluoride
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