Literature DB >> 28580477

[11C]Cyanation of arylboronic acids in aqueous solutions.

Longle Ma1, Michael S Placzek, Jacob M Hooker, Neil Vasdev, Steven H Liang.   

Abstract

A copper-mediated 11C-cyanation method employing arylboronic acids and [11C]HCN has been developed. This method was applied to the radiochemical synthesis of a wide range of aromatic 11C-nitriles in aqueous solutions. The use of readily accessible arylboronic acids as precursors makes this method complementary to the well-established 11C-cyanation methods that utilize aryl halide precursors.

Entities:  

Year:  2017        PMID: 28580477      PMCID: PMC5584069          DOI: 10.1039/c7cc02886e

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


  25 in total

Review 1.  Synthesis of 11C, 18F, 15O, and 13N radiolabels for positron emission tomography.

Authors:  Philip W Miller; Nicholas J Long; Ramon Vilar; Antony D Gee
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  Enhanced copper-mediated (18)F-fluorination of aryl boronic esters provides eight radiotracers for PET applications.

Authors:  Sean Preshlock; Samuel Calderwood; Stefan Verhoog; Matthew Tredwell; Mickael Huiban; Antje Hienzsch; Stefan Gruber; Thomas C Wilson; Nicholas J Taylor; Thomas Cailly; Michael Schedler; Thomas Lee Collier; Jan Passchier; René Smits; Jan Mollitor; Alexander Hoepping; Marco Mueller; Christophe Genicot; Joël Mercier; Véronique Gouverneur
Journal:  Chem Commun (Camb)       Date:  2016-06-28       Impact factor: 6.222

3.  Radiosynthesis of SPECT tracers via a copper mediated 123I iodination of (hetero)aryl boron reagents.

Authors:  Thomas C Wilson; Greg McSweeney; Sean Preshlock; Stefan Verhoog; Matthew Tredwell; Thomas Cailly; Véronique Gouverneur
Journal:  Chem Commun (Camb)       Date:  2016-11-03       Impact factor: 6.222

4.  Radiosynthesis and autoradiographic evaluation of [11C]NAD-299, a radioligand for visualization of the 5-HT1A receptor.

Authors:  J Sandell; C Halldin; H Hall; S O Thorberg; T Werner; D Sohn; G Sedvall; L Farde
Journal:  Nucl Med Biol       Date:  1999-02       Impact factor: 2.408

5.  Development of "[11C]kits" for a fast, efficient and reliable production of carbon-11 labeled radiopharmaceuticals for Positron Emission Tomography.

Authors:  Dean Jolly; Robert Hopewell; Miriam Kovacevic; Qian Ying Li; Jean-Paul Soucy; Alexey Kostikov
Journal:  Appl Radiat Isot       Date:  2016-12-02       Impact factor: 1.513

Review 6.  11CO2 fixation: a renaissance in PET radiochemistry.

Authors:  Benjamin H Rotstein; Steven H Liang; Jason P Holland; Thomas Lee Collier; Jacob M Hooker; Alan A Wilson; Neil Vasdev
Journal:  Chem Commun (Camb)       Date:  2013-05-14       Impact factor: 6.222

7.  Dopamine D3 receptor antagonists: the quest for a potentially selective PET ligand. Part 3: Radiosynthesis and in vivo studies.

Authors:  Idriss Bennacef; Cristian A Salinas; Thomas A Bonasera; Roger N Gunn; Hélène Audrain; Steen Jakobsen; Nabeel Nabulsi; David Weinzimmer; Richard E Carson; Yiyun Huang; Ian Holmes; Fabrizio Micheli; Christian Heidbreder; Gabriella Gentile; Tino Rossi; Marc Laruelle
Journal:  Bioorg Med Chem Lett       Date:  2009-07-25       Impact factor: 2.823

8.  Synthesis of no-carrier-added C-11 labeled D- and L-enantiomers of phenylalanine and tyrosine for comparative PET Studies.

Authors:  Andrei R Studenov; Dava E Szalda; Yu-Shin Ding
Journal:  Nucl Med Biol       Date:  2003-01       Impact factor: 2.408

9.  Synthesis of [(11)C]Bexarotene by Cu-Mediated [(11)C]Carbon Dioxide Fixation and Preliminary PET Imaging.

Authors:  Benjamin H Rotstein; Jacob M Hooker; Jiyeon Woo; Thomas Lee Collier; Thomas J Brady; Steven H Liang; Neil Vasdev
Journal:  ACS Med Chem Lett       Date:  2014-02-27       Impact factor: 4.345

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

Authors:  Andrew V Mossine; Allen F Brooks; Katarina J Makaravage; Jason M Miller; Naoko Ichiishi; Melanie S Sanford; Peter J H Scott
Journal:  Org Lett       Date:  2015-11-14       Impact factor: 6.005

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  6 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

Review 2.  Radiolabeling with [11C]HCN for Positron emission tomography.

Authors:  Yu-Peng Zhou; Katarina J Makaravage; Pedro Brugarolas
Journal:  Nucl Med Biol       Date:  2021-09-25       Impact factor: 2.408

3.  Copper(II)-Mediated [11C]Cyanation of Arylboronic Acids and Arylstannanes.

Authors:  Katarina J Makaravage; Xia Shao; Allen F Brooks; Lingyun Yang; Melanie S Sanford; Peter J H Scott
Journal:  Org Lett       Date:  2018-02-27       Impact factor: 6.005

4.  Copper-Mediated Nucleophilic Radiobromination of Aryl Boron Precursors: Convenient Preparation of a Radiobrominated PARP-1 Inhibitor.

Authors:  Dong Zhou; Wenhua Chu; Thomas Voller; John A Katzenellenbogen
Journal:  Tetrahedron Lett       Date:  2018-04-11       Impact factor: 2.415

5.  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

6.  Late-Stage Isotopic Carbon Labeling of Pharmaceutically Relevant Cyclic Ureas Directly from CO2.

Authors:  Antonio Del Vecchio; Fabien Caillé; Arnaud Chevalier; Olivier Loreau; Kaisa Horkka; Christer Halldin; Magnus Schou; Nathalie Camus; Pascal Kessler; Bertrand Kuhnast; Frédéric Taran; Davide Audisio
Journal:  Angew Chem Int Ed Engl       Date:  2018-07-03       Impact factor: 15.336

  6 in total

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