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

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...

Deskribapen osoa

Xehetasun bibliografikoak
Egile Nagusiak:	Zhao, Q, Isenegger, PG, Wilson, TC, Sap, JBI, Guibbal, F, Lu, L, Gouverneur, V, Shen, Q
Formatua:	Journal article
Hizkuntza:	English
Argitaratua:	Chinese Chemical Society 2020

Antzeko izenburuak

Synthesis and reactivity of α‐cumyl bromodifluoromethanesulfenate: application to the radiosynthesis of [18F]arylSCF3
nork: Wu, J, et al.
Argitaratua: (2019)

Manual and automated Cu-mediated radiosynthesis of the PARP inhibitor [18F]olaparib
nork: Guibbal, F, et al.
Argitaratua: (2020)

Copper-mediated radiosynthesis of [18F]rucaparib
nork: Chen, Z, et al.
Argitaratua: (2021)

18F-radiolabeling of aryl derivatives
nork: Gouverneur, V
Argitaratua: (2012)

Synthesis of 18F-difluoromethylarenes using aryl boronic acids, ethyl bromofluoroacetate and [18F]fluoride
nork: Sap, J, et al.
Argitaratua: (2019)

Convergent 18F Radiosynthesis
nork: Gouverneur, V, et al.
Argitaratua: (2012)

Optimizing the radiosynthesis of 6-[F-18]FDOPA using [F-18]Selectfluor
nork: Forsback, S, et al.
Argitaratua: (2013)

Simple procedure for the [F-18]trifluoromethylation of aryl and heteroaryl halides
nork: Huiban, M, et al.
Argitaratua: (2013)

Radiosynthesis and evaluation of [18F]Selectfluor bis(triflate).
nork: Teare, H, et al.
Argitaratua: (2010)

Convergent F-18 radiosynthesis: A new dimension for radiolabelling
nork: Li, L, et al.
Argitaratua: (2011)

A broadly applicable [18F]trifluoromethylation of aryl and heteroaryl iodides for PET imaging.
nork: Huiban, M, et al.
Argitaratua: (2013)

Automated Radiosynthesis and Bio-distribution of ［18F］Fluoromethyl Choline
nork: LI Yan-peng;WEN Xin;CHENG Bin;XIE Xin-li;DU Xiao-guang;HAN Xing-min
Argitaratua: (2017-01-01)

Batch-mode microfluidic radiosynthesis of N-succinimidyl-4-[F-18]fluorobenzoate for protein labelling
nork: Bejot, R, et al.
Argitaratua: (2011)

Formation of ArF from LPdAr(F): Catalytic Conversion of Aryl Triflates to Aryl Fluorides
nork: Watson, Donald A., et al.
Argitaratua: (2013)

Improved Automated Radiosynthesis of [18F]Dolutegravir: Toward Clinical Applications
nork: Steve Huvelle, et al.
Argitaratua: (2024-09-01)

An updated radiosynthesis of [18F]AV1451 for tau PET imaging
nork: Andrew V. Mossine, et al.
Argitaratua: (2017-06-01)

A simple and efficient automated microvolume radiosynthesis of [18F]Florbetaben
nork: Ksenia Lisova, et al.
Argitaratua: (2020-12-01)

Radiosynthesis and Tumor MicroPET/CT Imaging of 18F-Fluoroethoxylerianin, an 18F-Labeled Erianin Analogue
nork: Hui Nie, et al.
Argitaratua: (2022-04-01)

[18F]AZD2461, an insight on difference in PARP binding profiles for DNA damage response PET imaging
nork: Guibbal, F, et al.
Argitaratua: (2020)

Fast and efficient copper-mediated 18F-fluorination of arylstannanes, aryl boronic acids, and aryl boronic esters without azeotropic drying
nork: Salla Orvokki Lahdenpohja, et al.
Argitaratua: (2019-10-01)

Automated radiosynthesis of two 18F-labeled tracers containing 3-fluoro-2-hydroxypropyl moiety, [18F]FMISO and [18F]PM-PBB3, via [18F]epifluorohydrin
nork: Takayuki Ohkubo, et al.
Argitaratua: (2021-07-01)

Radiolabelling of aryl boronic esters with 18F and 123I: method development and application
nork: McSweeney, G
Argitaratua: (2017)

Copper-mediated radiosynthesis of 18F- and 123I-radiolabelled PARP inhibitors
nork: Chen, Z
Argitaratua: (2022)

Fully Automated, High-Dose Radiosynthesis of [<sup>18</sup>F]PARPi
nork: Anna Pacelli, et al.
Argitaratua: (2022-07-01)

Automated Radiosynthesis and Micro PET/CT Imaging of 18F-FAPI-42
nork: WANG Hua;WANG Meng;HUANG Shun;SUN Penghui;HU Kongzheng;XIANG Xianhong;LIN Weiyuan;ZHI Shengfang;TANG Ganghua;HAN Yanjiang
Argitaratua: (2023-08-01)

Automation of the Radiosynthesis of Six Different 18F-labeled radiotracers on the AllinOne
nork: Shihong Li, et al.
Argitaratua: (2016-10-01)

18F-trifluoromethanesulfinate enables direct C–H 18F-trifluoromethylation of native aromatic residues in peptides
nork: Kee, C, et al.
Argitaratua: (2020)

Fluorous synthesis of 18F radiotracers with the [18F]fluoride ion: nucleophilic fluorination as the detagging process.
nork: Bejot, R, et al.
Argitaratua: (2009)

Synthesis of fluorinated alkyl aryl ethers by palladium-catalyzed C–O cross-coupling
nork: Szpera, R, et al.
Argitaratua: (2020)

Radiosynthesis and preclinical evaluation of [18F]AlF-labeled HBED-CC-FAPI derivatives for imaging of cancer-associated fibroblasts
nork: Haiyan Hong, et al.
Argitaratua: (2025-02-01)

18F labeling of arenes.
nork: Tredwell, M, et al.
Argitaratua: (2012)

PET F-18-CHEMISTRY
nork: Tredwell, M, et al.
Argitaratua: (2011)

[18F]Tosyl fluoride as a versatile [18F]fluoride source for the preparation of 18F-labeled radiopharmaceuticals
nork: Dong Zhou, et al.
Argitaratua: (2023-02-01)

Microfluidic radiosynthesis of [18F]FEMPT, a high affinity PET radiotracer for imaging serotonin receptors
nork: Thomas Lee Collier, et al.
Argitaratua: (2017-12-01)

Radiosynthesis of 5-[<sup>18</sup>F]Fluoro-1,2,3-triazoles through Aqueous Iodine–[<sup>18</sup>F]Fluorine Exchange Reaction
nork: Xiang Zhang, et al.
Argitaratua: (2021-09-01)

Transition metals for 19F chemistry and 18F radiochemistry
nork: Gouverneur, V
Argitaratua: (2013)

Automation of Copper-Mediated <sup>18</sup>F-Fluorination of Aryl Pinacol Boronates Using 4-Dimethylaminopyridinium Triflate
nork: Mikhail A. Nadporojskii, et al.
Argitaratua: (2024-07-01)

Automated radiosynthesis and preclinical evaluation of two new PSMA-617 derivatives radiolabelled via [18F]AlF2+ method
nork: Marco Nicola Iannone, et al.
Argitaratua: (2024-06-01)

A Fully Automated Radiosynthesis of [18F]Fluoroethyl-Diprenorphine on a Single Module by Use of SPE Cartridges for Preparation of High Quality 2-[18F]Fluoroethyl Tosylate
nork: Gjermund Henriksen, et al.
Argitaratua: (2013-06-01)

Radiosynthesis and biological evaluation of N-[18F]labeled glutamic acid as a tumor metabolic imaging tracer.
nork: Kongzhen Hu, et al.
Argitaratua: (2014-01-01)