Literature DB >> 22932709

Selective syntheses of no-carrier-added 2- and 3-[18F]fluorohalopyridines through the radiofluorination of halopyridinyl(4'-methoxyphenyl)iodonium tosylates.

Joong-Hyun Chun1, Victor W Pike.   

Abstract

No-carrier-added 2- and 3-[(18)F]fluorohalopyridines were readily synthesized as potentially useful labeling synthons for prospective PET radiotracers through the selective radiofluorination of halopyridinyl(4'-methoxyphenyl)iodonium tosylates, themselves conveniently prepared in a single pot from iodohalopyridines.

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Year:  2012        PMID： 22932709      PMCID： PMC4184153          DOI： 10.1039/c2cc35005j

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


  13 in total

1.  Synthesis of a fluorine-18 labeled derivative of epibatidine for in vivo nicotinic acetylcholine receptor PET imaging.

Authors:  L Dolci; F Dolle; H Valette; F Vaufrey; C Fuseau; M Bottlaender; C Crouzel
Journal:  Bioorg Med Chem       Date:  1999-03       Impact factor: 3.641

2.  C-H arylation of pyridines: high regioselectivity as a consequence of the electronic character of C-H bonds and heteroarene ring.

Authors:  Pengfei Guo; Jung Min Joo; Souvik Rakshit; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2011-09-22       Impact factor: 15.419

3.  Rapid and Efficient Radiosyntheses of Meta-substituted [F]Fluoroarenes from [F]Fluoride Ion and Diaryliodonium Tosylates within a Microreactor.

Authors:  Joong-Hyun Chun; Shuiyu Lu; Victor W Pike
Journal:  European J Org Chem       Date:  2011-08

Review 4.  Fluorine-18-labelled fluoropyridines: advances in radiopharmaceutical design.

Authors:  F Dollé
Journal:  Curr Pharm Des       Date:  2005       Impact factor: 3.116

5.  Fast and high-yield microreactor syntheses of ortho-substituted [(18)F]fluoroarenes from reactions of [(18)F]fluoride ion with diaryliodonium salts.

Authors:  Joong-Hyun Chun; Shuiyu Lu; Yong-Sok Lee; Victor W Pike
Journal:  J Org Chem       Date:  2010-05-21       Impact factor: 4.354

6.  Syntheses of mGluR5 PET radioligands through the radiofluorination of diaryliodonium tosylates.

Authors:  Sanjay Telu; Joong-Hyun Chun; Fabrice G Siméon; Shuiyu Lu; Victor W Pike
Journal:  Org Biomol Chem       Date:  2011-08-16       Impact factor: 3.876

7.  6-[18F]fluoro-A-85380, a novel radioligand for in vivo imaging of central nicotinic acetylcholine receptors.

Authors:  A G Horti; S I Chefer; A G Mukhin; A O Koren; D Gündisch; J M Links; V Kurian; R F Dannals; E D London
Journal:  Life Sci       Date:  2000-06-16       Impact factor: 5.037

8.  Synthesis and biological evaluation of botulinum neurotoxin a protease inhibitors.

Authors:  Bing Li; Ramdas Pai; Steven C Cardinale; Michelle M Butler; Norton P Peet; Donald T Moir; Sina Bavari; Terry L Bowlin
Journal:  J Med Chem       Date:  2010-03-11       Impact factor: 7.446

9.  Novel dual-targeting benzimidazole urea inhibitors of DNA gyrase and topoisomerase IV possessing potent antibacterial activity: intelligent design and evolution through the judicious use of structure-guided design and structure-activity relationships.

Authors:  Paul S Charifson; Anne-Laure Grillot; Trudy H Grossman; Jonathan D Parsons; Michael Badia; Steve Bellon; David D Deininger; Joseph E Drumm; Christian H Gross; Arnaud LeTiran; Yusheng Liao; Nagraj Mani; David P Nicolau; Emanuele Perola; Steven Ronkin; Dean Shannon; Lora L Swenson; Qing Tang; Pamela R Tessier; Ski-Kai Tian; Martin Trudeau; Tiansheng Wang; Yunyi Wei; Hong Zhang; Dean Stamos
Journal:  J Med Chem       Date:  2008-08-09       Impact factor: 7.446

10.  Single-step Radiosyntheses of '18F-Labeled Click Synthons' from Azide-functionalized Diaryliodonium Salts.

Authors:  Chun Joong-Hyun; Victor W Pike
Journal:  European J Org Chem       Date:  2012-08-01
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  10 in total

1.  Radiofluorination of diaryliodonium tosylates under aqueous-organic and cryptand-free conditions.

Authors:  Joong-Hyun Chun; Sanjay Telu; Shuiyu Lu; Victor W Pike
Journal:  Org Biomol Chem       Date:  2013-06-26       Impact factor: 3.876

2.  Crystal Structures of Diaryliodonium Fluorides and Their Implications for Fluorination Mechanisms.

Authors:  Yong-Sok Lee; Joong-Hyun Chun; Milan Hodošček; Victor W Pike
Journal:  Chemistry       Date:  2017-03-02       Impact factor: 5.236

3.  An efficient new method for the synthesis of 3-[18 F]fluoro-4-aminopyridine via Yamada-Curtius rearrangement.

Authors:  Falguni Basuli; Xiang Zhang; Pedro Brugarolas; Daniel S Reich; Rolf E Swenson
Journal:  J Labelled Comp Radiopharm       Date:  2017-11-30       Impact factor: 1.921

4.  Quinuclidine and DABCO Enhance the Radiofluorinations of 5-Substituted 2-Halopyridines.

Authors:  Gregory R Naumiec; Lisheng Cai; Shuiyu Lu; Victor W Pike
Journal:  European J Org Chem       Date:  2017-09-04

5.  Unexpected Behavior of the Heaviest Halogen Astatine in the Nucleophilic Substitution of Aryliodonium Salts.

Authors:  François Guérard; Yong-Sok Lee; Kwamena Baidoo; Jean-François Gestin; Martin W Brechbiel
Journal:  Chemistry       Date:  2016-06-15       Impact factor: 5.236

6.  No-carrier-added [18F]fluoroarenes from the radiofluorination of diaryl sulfoxides.

Authors:  Joong-Hyun Chun; Cheryl L Morse; Frederick T Chin; Victor W Pike
Journal:  Chem Commun (Camb)       Date:  2013-02-07       Impact factor: 6.222

7.  A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts.

Authors:  Linlin Qin; Bao Hu; Kiel D Neumann; Ethan J Linstad; Katelyenn McCauley; Jordan Veness; Jayson J Kempinger; Stephen G DiMagno
Journal:  European J Org Chem       Date:  2015-08-14

8.  Single-step syntheses of no-carrier-added functionalized [18F]fluoroarenes as labeling synthons from diaryliodonium salts.

Authors:  Joong-Hyun Chun; Victor W Pike
Journal:  Org Biomol Chem       Date:  2013-10-07       Impact factor: 3.876

9.  Synthesis of meta-substituted [(18)F]3-fluoro-4-aminopyridine via direct radiofluorination of pyridine N-oxides.

Authors:  P Brugarolas; R Freifelder; S-H Cheng; O DeJesus
Journal:  Chem Commun (Camb)       Date:  2016-05-12       Impact factor: 6.222

Review 10.  18F-labelled intermediates for radiosynthesis by modular build-up reactions: newer developments.

Authors:  Johannes Ermert
Journal:  Biomed Res Int       Date:  2014-06-23       Impact factor: 3.411
  10 in total

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