Literature DB >> 27775106

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

Thomas C Wilson1, Greg McSweeney1, Sean Preshlock1, Stefan Verhoog1, Matthew Tredwell2, Thomas Cailly3, Véronique Gouverneur1.   

Abstract

A general method for the copper mediated nucleophilic 123I-iodination of (hetero)aryl boronic esters and acids has been developed. The broad substrate scope of this radiosynthetic approach allows access to [123I]DPA-713, [123I]IMPY, [123I]MIBG and [123I]IPEB that are four commonly used SPECT radiotracers. Our results infer that aryl boronic reagents can now be employed as common precursors for both fluorine-18 and iodine-123 radiolabelling.

Entities:  

Year:  2016        PMID： 27775106     DOI： 10.1039/c6cc07417k

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


  11 in total

1.  [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

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.  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 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.  Bifunctional aryliodonium salts for highly efficient radioiodination and astatination of antibodies.

Authors:  F Guérard; L Navarro; Y-S Lee; A Roumesy; C Alliot; M Chérel; M W Brechbiel; J-F Gestin
Journal:  Bioorg Med Chem       Date:  2017-09-19       Impact factor: 3.641

6.  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

7.  Synthesis of the PET Tracer 124I-Trametinib for MAPK/ERK Kinase Distribution and Resistance Monitoring.

Authors:  Edwin C Pratt; Elizabeth Isaac; Evan P Stater; Guangbin Yang; Ouathek Ouerfelli; Nagavarakishore Pillarsetty; Jan Grimm
Journal:  J Nucl Med       Date:  2020-05-22       Impact factor: 11.082

8.  Investigation on the reactivity of nucleophilic radiohalogens with arylboronic acids in water: access to an efficient single-step method for the radioiodination and astatination of antibodies.

Authors:  Marion Berdal; Sébastien Gouard; Romain Eychenne; Séverine Marionneau-Lambot; Mikaël Croyal; Alain Faivre-Chauvet; Michel Chérel; Joëlle Gaschet; Jean-François Gestin; François Guérard
Journal:  Chem Sci       Date:  2020-11-23       Impact factor: 9.825

9.  Rapid Iododeboronation with and without Gold Catalysis: Application to Radiolabelling of Arenes.

Authors:  Stacey Webster; Kerry M O'Rourke; Conor Fletcher; Sally L Pimlott; Andrew Sutherland; Ai-Lan Lee
Journal:  Chemistry       Date:  2017-12-14       Impact factor: 5.236

10.  Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations.

Authors:  Christoph Fricke; Kristina Deckers; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-20       Impact factor: 16.823
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