Nucleophilic 18 F-Fluorination of Anilines via N -Arylsydnone Intermediates

Maruthi Kumar Narayanam, Gaoyuan Ma, Pier Alexandre Champagne, Kendall N. Houk, Jennifer M. Murphy

Research output: Contribution to journalArticlepeer-review

9 Scopus citations

Abstract

Preparation of [ 18 F]fluoroarenes with nucleophilic [ 18 F]fluoride for positron emission tomography (PET) molecular imaging research is a challenging chemical endeavor. Advances in radiofluorination have soared in the last decade, broadening the availability of potential [ 18 F]fluoroarenes. In this Synpacts article, we highlight the recent development from our laboratory of a practical radiofluorination of anilines via N arylsydnone intermediates to afford [ 18 F]fluoroarenes. Further, we emphasize the utility of this methodology towards peptide labeling applications by preparing an 18 F-labeled neuropeptide. 1 Introduction 2 Nucleophilic Radiofluorination of N -Arylsydnones 3 Substrate Scope and Applications 4 Conclusion.

Original languageEnglish (US)
Pages (from-to)1131-1135
Number of pages5
JournalSynlett
Volume29
Issue number9
DOIs
StatePublished - Jun 1 2018
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Keywords

  • bioorthogonal chemistry
  • fluorine-18
  • fluoroarene
  • peptide labeling
  • sydnone

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