Mild, Pd-catalyzed stannylation of radioiodination targets

Julie E. Pickett, A. Váradi, Travis C. Palmer, Steven G. Grinnell, Joel M. Schrock, Gavril W. Pasternak, Rashad R. Karimov, Susruta Majumdar

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Trialkylstannanes are versatile precursors for chemical transformations, including radiolabeling with a variety of halogens, particularly iodine. In the present work a convenient, Pd-mediated stannylation method is presented that can be performed in an open flask. The method is selective for aryl iodides allowing selective stannylations in the presence of other halogen atoms. The reaction conditions are mild, making the method compatible with chemically sensitive bioactive compounds.

Original languageEnglish
Pages (from-to)1761-1764
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume25
Issue number8
DOIs
Publication statusPublished - Apr 15 2015

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Halogens
Iodides
Iodine
Atoms

Keywords

  • Opioid
  • Radioiodination
  • Radioligand binding
  • Sigma receptor
  • Stannylation

ASJC Scopus subject areas

  • Biochemistry
  • Clinical Biochemistry
  • Molecular Biology
  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Pickett, J. E., Váradi, A., Palmer, T. C., Grinnell, S. G., Schrock, J. M., Pasternak, G. W., ... Majumdar, S. (2015). Mild, Pd-catalyzed stannylation of radioiodination targets. Bioorganic and Medicinal Chemistry Letters, 25(8), 1761-1764. https://doi.org/10.1016/j.bmcl.2015.02.055

Mild, Pd-catalyzed stannylation of radioiodination targets. / Pickett, Julie E.; Váradi, A.; Palmer, Travis C.; Grinnell, Steven G.; Schrock, Joel M.; Pasternak, Gavril W.; Karimov, Rashad R.; Majumdar, Susruta.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 25, No. 8, 15.04.2015, p. 1761-1764.

Research output: Contribution to journalArticle

Pickett, JE, Váradi, A, Palmer, TC, Grinnell, SG, Schrock, JM, Pasternak, GW, Karimov, RR & Majumdar, S 2015, 'Mild, Pd-catalyzed stannylation of radioiodination targets', Bioorganic and Medicinal Chemistry Letters, vol. 25, no. 8, pp. 1761-1764. https://doi.org/10.1016/j.bmcl.2015.02.055
Pickett, Julie E. ; Váradi, A. ; Palmer, Travis C. ; Grinnell, Steven G. ; Schrock, Joel M. ; Pasternak, Gavril W. ; Karimov, Rashad R. ; Majumdar, Susruta. / Mild, Pd-catalyzed stannylation of radioiodination targets. In: Bioorganic and Medicinal Chemistry Letters. 2015 ; Vol. 25, No. 8. pp. 1761-1764.
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