ArticleOrganic & biomolecular chemistry2013
Radiofluorination of diaryliodonium tosylates under aqueous-organic and cryptand-free conditions.
Article in Organic & biomolecular chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- A simplified, robust protocol for [Scientific reports · 2025Article
- [3-Meth-oxy-5-(meth-oxy-carbon-yl)isoxazol-4-yl](4-meth-oxy-phen-yl)iodo-nium 2,2,2-tri-fluoro-acetate.IUCrData · 2023Article
- Hypervalent aryliodine compounds as precursors for radiofluorination.Journal of labelled compounds & radiopharmaceuticals · 2018Review
- Article
- Evaluation of aromatic radiobromination by nucleophilic substitution using diaryliodonium salt precursors.Journal of labelled compounds & radiopharmaceuticals · 2017Article
- Crystal Structures of Diaryliodonium Fluorides and Their Implications for Fluorination Mechanisms.Chemistry (Weinheim an der Bergstrasse, Germany) · 2017Article
- Development of Customized [Scientific reports · 2017Article
- Facile room temperature synthesis of fluorine-18 labeled fluoronicotinic acid-2,3,5,6-tetrafluorophenyl ester without azeotropic drying of fluorine-18.Nuclear medicine and biology · 2016Article
- Efficient Pathway for the Preparation of Aryl(isoquinoline)iodonium(III) Salts and Synthesis of Radiofluorinated Isoquinolines.Angewandte Chemie (International ed. in English) · 2016Article
- Unexpected Behavior of the Heaviest Halogen Astatine in the Nucleophilic Substitution of Aryliodonium Salts.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
- An Investigation of (Diacetoxyiodo)arenes as Precursors for Preparing No-Carrier-Added [(18)F]Fluoroarenes from Cyclotron-Produced [(18)F]Fluoride Ion.The Journal of organic chemistry · 2016Article
- A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts.European journal of organic chemistry · 2015Article
- Titania-catalyzed radiofluorination of tosylated precursors in highly aqueous medium.Journal of the American Chemical Society · 2015Article
- Copper-catalyzed [18F]fluorination of (mesityl)(aryl)iodonium salts.Organic letters · 2014Article
- 18F-labelled intermediates for radiosynthesis by modular build-up reactions: newer developments.BioMed research international · 2014Review
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
Positron emission tomography (PET) has growing importance as a molecular imaging technique in clinical research and drug development. Methods for producing PET radiotracers utilizing cyclotron-produced [(18)F]fluoride ion (t1/2 = 109.7 min) without the need for complete removal of irradiated target [(18)O]water and addition of cryptand are keenly sought for practical convenience and efficiency. Several structurally diverse diaryliodonium tosylates, XArI(+)Ar'Y TsO(-) (X = H or p-MeO), were investigated in a microfluidic apparatus for their reactivity towards radiofluorination with high specific activity (no-carrier-added) [(18)F]fluoride ion in mixtures of DMF and irradiated target [(18)O]water in the absence of cryptand. Salts bearing a para or ortho electron-withdrawing group Y (e.g., Y = p-CN) reacted rapidly (∼3 min) to give the expected major [(18)F]fluoroarene product, [(18)F]FArY, in useful moderate radiochemical yields even when the solvent had an [(18)O]water content up to 28%. Salts bearing electron-withdrawing groups in meta position (e.g., Y = m-NO2), or an electron-donating substituent (Y = p-OMe), gave low radiochemical yields under the same conditions.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.