Literature DB >> 27571319

Copper-Mediated Oxidative Fluorination of Aryl Stannanes with Fluoride.

Raymond F Gamache1, Christopher Waldmann2, Jennifer M Murphy2.   

Abstract

A regiospecific method for the oxidative fluorination of aryl stannanes using tetrabutylammonium triphenyldifluorosilicate (TBAT) and copper(II) triflate is described. This reaction is robust, uses readily available reagents, and proceeds via a stepwise protocol under mild conditions (60 °C, 3.2 h). Broad functional group tolerance, including arenes containing protic and nucleophilic groups, is demonstrated.

Entities:  

Year:  2016        PMID： 27571319     DOI： 10.1021/acs.orglett.6b02125

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


  11 in total

1.  Copper-Mediated Fluorination of Aryl Trisiloxanes with Nucleophilic Fluoride.

Authors:  Ruth Dorel; Philip Boehm; Daniel P Schwinger; John F Hartwig
Journal:  Chemistry       Date:  2020-01-28       Impact factor: 5.236

2.  One-pot synthesis of high molar activity 6-[18F]fluoro-l-DOPA by Cu-mediated fluorination of a BPin precursor.

Authors:  Andrew V Mossine; Sean S Tanzey; Allen F Brooks; Katarina J Makaravage; Naoko Ichiishi; Jason M Miller; Bradford D Henderson; Marc B Skaddan; Melanie S Sanford; Peter J H Scott
Journal:  Org Biomol Chem       Date:  2019-09-19       Impact factor: 3.876

3.  Comparison of high and low molar activity TSPO tracer [18F]F-DPA in a mouse model of Alzheimer's disease.

Authors:  Thomas Keller; Francisco R López-Picón; Anna Krzyczmonik; Sarita Forsback; Jatta S Takkinen; Johan Rajander; Simo Teperi; Frédéric Dollé; Juha O Rinne; Merja Haaparanta-Solin; Olof Solin
Journal:  J Cereb Blood Flow Metab       Date:  2019-05-29       Impact factor: 6.200

4.  Synthesis of [18 F]Fluoroarenes by Nucleophilic Radiofluorination of N-Arylsydnones.

Authors:  Maruthi Kumar Narayanam; Gaoyuan Ma; Pier Alexandre Champagne; Kendall N Houk; Jennifer M Murphy
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-07       Impact factor: 15.336

5.  NHC-Copper Mediated Ligand-Directed Radiofluorination of Aryl Halides.

Authors:  Liam S Sharninghausen; Allen F Brooks; Wade P Winton; Katarina J Makaravage; Peter J H Scott; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2020-04-10       Impact factor: 15.419

Review 6.  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

7.  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

8.  Copper-Mediated Radiofluorination of Arylstannanes with [18F]KF.

Authors:  Katarina J Makaravage; Allen F Brooks; Andrew V Mossine; Melanie S Sanford; Peter J H Scott
Journal:  Org Lett       Date:  2016-10-10       Impact factor: 6.005

9.  18F-Deoxyfluorination of Phenols via Ru π-Complexes.

Authors:  M Hassan Beyzavi; Debashis Mandal; Martin G Strebl; Constanze N Neumann; Erica M D'Amato; Junting Chen; Jacob M Hooker; Tobias Ritter
Journal:  ACS Cent Sci       Date:  2017-08-03       Impact factor: 14.553

10.  [18F]Fluorophenylazocarboxylates: Design and Synthesis of Potential Radioligands for Dopamine D3 and μ-Opioid Receptor.

Authors:  Natascha Nebel; Brigitte Strauch; Simone Maschauer; Roman Lasch; Hannelore Rampp; Stefanie K Fehler; Leonard R Bock; Harald Hübner; Peter Gmeiner; Markus R Heinrich; Olaf Prante
Journal:  ACS Omega       Date:  2017-12-06
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