Literature DB >> 24957875

[(18) F]CuCF3 : a [(18) F]trifluoromethylating agent for arylboronic acids and aryl iodides.

Pavel Ivashkin1, Gérald Lemonnier, Jonathan Cousin, Vincent Grégoire, Daniel Labar, Philippe Jubault, Xavier Pannecoucke.   

Abstract

Positron emission tomography has emerged as the leading method for medical imaging with fluorine-18 as the most widely used radioactive isotope. Here we report a semi-automated method for the preparation of valuable [(18) F]trifluoromethylcopper, as well as its use for the radiosynthesis of [(18) F]trifluoromethylarenes and heteroarenes. Mild conditions of [(18) F]trifluoromethylation make this method particularly useful for the radiosynthesis of pharmacologically relevant [(18) F]trifluoromethylarenes and heteroarenes.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  arylboronic acid; copper; fluorine; radiochemistry; trifluoromethylation

Mesh:

Substances:

Year:  2014        PMID: 24957875     DOI: 10.1002/chem.201403630

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  19 in total

1.  Synthesis of (18) F-Difluoromethylarenes from Aryl (Pseudo) Halides.

Authors:  Hang Shi; Augustin Braun; Lu Wang; Steven H Liang; Neil Vasdev; Tobias Ritter
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-05       Impact factor: 15.336

Review 2.  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

3.  Late-stage [18F]Fluorination: New Solutions to Old Problems.

Authors:  Allen F Brooks; Joseph J Topczewski; Naoko Ichiishi; Melanie S Sanford; Peter J H Scott
Journal:  Chem Sci       Date:  2014-12-01       Impact factor: 9.825

4.  Syntheses of [11C]2- and [11C]3-trifluoromethyl-4-aminopyridine: potential PET radioligands for demyelinating diseases.

Authors:  Karla M Ramos-Torres; Yu-Peng Zhou; Bo Yeun Yang; Nicolas J Guehl; Moon Sung-Hyun; Sanjay Telu; Marc D Normandin; Victor W Pike; Pedro Brugarolas
Journal:  RSC Med Chem       Date:  2020-07-24

5.  A catalytic fluoride-rebound mechanism for C(sp3)-CF3 bond formation.

Authors:  Mark D Levin; Tiffany Q Chen; Megan E Neubig; Cynthia M Hong; Cyril A Theulier; Ilia J Kobylianskii; Mustafa Janabi; James P O'Neil; F Dean Toste
Journal:  Science       Date:  2017-06-23       Impact factor: 47.728

6.  [11 C]Fluoroform, a Breakthrough for Versatile Labeling of PET Radiotracer Trifluoromethyl Groups in High Molar Activity.

Authors:  Mohammad B Haskali; Victor W Pike
Journal:  Chemistry       Date:  2017-05-17       Impact factor: 5.236

7.  Difluorocarbene-Derived Trifluoromethylthiolation and [(18)F]Trifluoromethylthiolation of Aliphatic Electrophiles.

Authors:  Jian Zheng; Lu Wang; Jin-Hong Lin; Ji-Chang Xiao; Steven H Liang
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-21       Impact factor: 15.336

8.  N'-3-(Trifluoromethyl)phenyl Derivatives of N-Aryl-N'-methylguanidines as Prospective PET Radioligands for the Open Channel of the N-Methyl-d-aspartate (NMDA) Receptor: Synthesis and Structure-Affinity Relationships.

Authors:  Gregory R Naumiec; Kimberley J Jenko; Sami S Zoghbi; Robert B Innis; Lisheng Cai; Victor W Pike
Journal:  J Med Chem       Date:  2015-12-04       Impact factor: 7.446

9.  Copper-Mediated Late-stage Radiofluorination: Five Years of Impact on Pre-clinical and Clinical PET Imaging.

Authors:  Jay S Wright; Tanpreet Kaur; Sean Preshlock; Sean S Tanzey; Wade P Winton; Liam S Sharninghausen; Nicholas Wiesner; Allen F Brooks; Melanie S Sanford; Peter J H Scott
Journal:  Clin Transl Imaging       Date:  2020-05-26

10.  Acrylic boronate: a multifunctional C3 building block for catalytic synthesis of rare organoborons and chemoselective heterobifunctional ligations.

Authors:  Shengjia Lin; Lucia Wang; Abhishek Sharma
Journal:  Chem Sci       Date:  2021-04-26       Impact factor: 9.825

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