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Literature DB >> 23321570

[18F]fluorination of an arylboronic ester using [18F]selectfluor bis(triflate): application to 6-[18F]fluoro-L-DOPA.

Ida S R Stenhagen¹, Anna K Kirjavainen, Sarita J Forsback, Charlotte G Jørgensen, Edward G Robins, Sajinder K Luthra, Olof Solin, Véronique Gouverneur.

Abstract

The Ag-mediated electrophilic [(18)F]fluorination of an arylboronic ester is reported. This new radiochemical transformation uses [(18)F]selectfluor bis(triflate) in acetone. The process gave 6-[(18)F]fluoro-L-DOPA with a RCY of 19 ± 12% and a specific activity of 2.6 ± 0.3 GBq μmol(-1).

Entities: Chemical

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Substances：

Year: 2013 PMID： 23321570 DOI： 10.1039/c2cc38646a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

14 in total

Review 1. Chemistry for Positron Emission Tomography: Recent Advances in ¹¹ C-, ¹⁸ F-, ¹³ N-, and ¹⁵ O-Labeling Reactions.

Authors: Xiaoyun Deng; Jian Rong; Lu Wang; Neil Vasdev; Lei Zhang; Lee Josephson; Steven H Liang
Journal: Angew Chem Int Ed Engl Date: 2019-01-14 Impact factor: 15.336

2. Rapid Cu-Catalyzed [²¹¹At]Astatination and [¹²⁵I]Iodination of Boronic Esters at Room Temperature.

Authors: Sean W Reilly; Mehran Makvandi; Kuiying Xu; Robert H Mach
Journal: Org Lett Date: 2018-03-21 Impact factor: 6.005

3. Mechanism of Electrophilic Fluorination with Pd(IV): Fluoride Capture and Subsequent Oxidative Fluoride Transfer^.

Authors: Jochen R Brandt; Eunsung Lee; Gregory B Boursalian; Tobias Ritter
Journal: Chem Sci Date: 2014-01-01 Impact factor: 9.825

Review 4. 6-[18F]fluoro-L-DOPA: a well-established neurotracer with expanding application spectrum and strongly improved radiosyntheses.

Authors: M Pretze; C Wängler; B Wängler
Journal: Biomed Res Int Date: 2014-05-28 Impact factor: 3.411

[18F]fluorination of an arylboronic ester using [18F]selectfluor bis(triflate): application to 6-[18F]fluoro-L-DOPA.

Review 1. Chemistry for Positron Emission Tomography: Recent Advances in ¹¹ C-, ¹⁸ F-, ¹³ N-, and ¹⁵ O-Labeling Reactions.

2. Rapid Cu-Catalyzed [²¹¹At]Astatination and [¹²⁵I]Iodination of Boronic Esters at Room Temperature.

3. Mechanism of Electrophilic Fluorination with Pd(IV): Fluoride Capture and Subsequent Oxidative Fluoride Transfer^.

Review 4. 6-[18F]fluoro-L-DOPA: a well-established neurotracer with expanding application spectrum and strongly improved radiosyntheses.

Review 5. 18F-labelled intermediates for radiosynthesis by modular build-up reactions: newer developments.

Review 6. Fluorine-18 radiochemistry, labeling strategies and synthetic routes.

7. A Transmetalation Reaction Enables the Synthesis of [¹⁸F]5-Fluorouracil from [¹⁸F]Fluoride for Human PET Imaging.

Review 8. Fluorine-18 labeled amino acids for tumor PET/CT imaging.

9. Copper-catalyzed [18F]fluorination of (mesityl)(aryl)iodonium salts.

10. Synthesis of [18F]Arenes via the Copper-Mediated [18F]Fluorination of Boronic Acids.

[18F]fluorination of an arylboronic ester using [18F]selectfluor bis(triflate): application to 6-[18F]fluoro-L-DOPA.

Review 1. Chemistry for Positron Emission Tomography: Recent Advances in 11 C-, 18 F-, 13 N-, and 15 O-Labeling Reactions.

2. Rapid Cu-Catalyzed [211At]Astatination and [125I]Iodination of Boronic Esters at Room Temperature.

3. Mechanism of Electrophilic Fluorination with Pd(IV): Fluoride Capture and Subsequent Oxidative Fluoride Transfer.

Review 4. 6-[18F]fluoro-L-DOPA: a well-established neurotracer with expanding application spectrum and strongly improved radiosyntheses.

Review 5. 18F-labelled intermediates for radiosynthesis by modular build-up reactions: newer developments.

Review 6. Fluorine-18 radiochemistry, labeling strategies and synthetic routes.

7. A Transmetalation Reaction Enables the Synthesis of [18F]5-Fluorouracil from [18F]Fluoride for Human PET Imaging.

Review 8. Fluorine-18 labeled amino acids for tumor PET/CT imaging.

9. Copper-catalyzed [18F]fluorination of (mesityl)(aryl)iodonium salts.

10. Synthesis of [18F]Arenes via the Copper-Mediated [18F]Fluorination of Boronic Acids.

Review 1. Chemistry for Positron Emission Tomography: Recent Advances in ¹¹ C-, ¹⁸ F-, ¹³ N-, and ¹⁵ O-Labeling Reactions.

2. Rapid Cu-Catalyzed [²¹¹At]Astatination and [¹²⁵I]Iodination of Boronic Esters at Room Temperature.

3. Mechanism of Electrophilic Fluorination with Pd(IV): Fluoride Capture and Subsequent Oxidative Fluoride Transfer^.

7. A Transmetalation Reaction Enables the Synthesis of [¹⁸F]5-Fluorouracil from [¹⁸F]Fluoride for Human PET Imaging.