Literature DB >> 29484880

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

Katarina J Makaravage1, Xia Shao2, Allen F Brooks2, Lingyun Yang2,3, Melanie S Sanford1, Peter J H Scott2.   

Abstract

A copper-mediated method for the transformation of diverse arylboron compounds and arylstannanes to aryl-[11C]-nitriles is reported. This method is operationally simple, uses commercially available reagents, and is compatible with a wide variety of substituted aryl- and heteroaryl substrates. This method is applied to the automated synthesis of high specific activity [11C]perampanel in 10% nondecay-corrected radiochemical yield (RCY).

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Year:  2018        PMID： 29484880      PMCID： PMC5892454          DOI： 10.1021/acs.orglett.8b00242

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  8 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

Review 2.  Molecular imaging with PET.

Authors:  Simon M Ametamey; Michael Honer; Pius August Schubiger
Journal:  Chem Rev       Date:  2008-04-22       Impact factor: 60.622

3.  Virtually instantaneous, room-temperature [(11)C]-cyanation using biaryl phosphine Pd(0) complexes.

Authors:  Hong Geun Lee; Phillip J Milner; Michael S Placzek; Stephen L Buchwald; Jacob M Hooker
Journal:  J Am Chem Soc       Date:  2015-01-09       Impact factor: 15.419

4.  [11C]Cyanation of arylboronic acids in aqueous solutions.

Authors:  Longle Ma; Michael S Placzek; Jacob M Hooker; Neil Vasdev; Steven H Liang
Journal:  Chem Commun (Camb)       Date:  2017-06-05       Impact factor: 6.222

5.  Synthesis and evaluation of 18F-labeled CJ-042794 for imaging prostanoid EP4 receptor expression in cancer with positron emission tomography.

Authors:  Zhengxing Zhang; Joseph Lau; Hsiou-Ting Kuo; Chengcheng Zhang; Nadine Colpo; François Bénard; Kuo-Shyan Lin
Journal:  Bioorg Med Chem Lett       Date:  2017-03-27       Impact factor: 2.823

6.  Synthesis of 11C-labelled benzamide compounds as potential tracers for poly(ADP-ribose) synthetase.

Authors:  Y Andersson; M Bergström; B Långström
Journal:  Appl Radiat Isot       Date:  1994-06       Impact factor: 1.513

7.  One-step synthesis of 4-[(18) F]fluorobenzyltriphenylphosphonium cation for imaging with positron emission tomography.

Authors:  Zhengxing Zhang; Chengcheng Zhang; Joseph Lau; Nadine Colpo; François Bénard; Kuo-Shyan Lin
Journal:  J Labelled Comp Radiopharm       Date:  2016-08-31       Impact factor: 1.921

8.  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
  8 in total
  5 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.  Exploration of alcohol-enhanced Cu-mediated radiofluorination toward practical labeling.

Authors:  Dong Zhou; Wenhua Chu; John A Katzenellenbogen
Journal:  J Labelled Comp Radiopharm       Date:  2021-10-19       Impact factor: 1.921

4.  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

5.  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
  5 in total

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