Nucleophilic 18F-Labeling of Spirocyclic Iodonium Ylide or Boronic Pinacol Ester Precursors - Advantages and Disadvantages

Ida Nymann Petersen; Jesper Langgaard Kristensen; Matthias Manfred Herth

doi:10.1002/ejoc.201601448

Nucleophilic ¹⁸F-Labeling of Spirocyclic Iodonium Ylide or Boronic Pinacol Ester Precursors - Advantages and Disadvantages

Ida Nymann Petersen, Jesper Langgaard Kristensen, Matthias Manfred Herth^*

^*Corresponding author af dette arbejde

17 Citationer (Scopus)

Abstract

The field of labeling electron-rich aryl compounds with nucleophilic [¹⁸F]fluoride has recently expanded with radiofluorination strategies that apply boronic esters or spirocyclic iodonium ylides as precursors. Herein, we present a direct comparison of these strategies by using nine chemically diverse model compounds. In general, spirocyclic iodonium ylides outperform the boronic esters.

Originalsprog	Engelsk
Tidsskrift	European Journal of Organic Chemistry
Vol/bind	2017
Udgave nummer	3
Sider (fra-til)	453-458
Antal sider	6
ISSN	1434-193X
DOI	https://doi.org/10.1002/ejoc.201601448
Status	Udgivet - 18 jan. 2017

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10.1002/ejoc.201601448

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Nucleophilic ¹⁸F-Labeling of Spirocyclic Iodonium Ylide or Boronic Pinacol Ester Precursors - Advantages and Disadvantages. / Petersen, Ida Nymann; Kristensen, Jesper Langgaard ; Herth, Matthias Manfred.
I: European Journal of Organic Chemistry, Bind 2017, Nr. 3, 18.01.2017, s. 453-458.

Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › peer review

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abstract = "The field of labeling electron-rich aryl compounds with nucleophilic [18F]fluoride has recently expanded with radiofluorination strategies that apply boronic esters or spirocyclic iodonium ylides as precursors. Herein, we present a direct comparison of these strategies by using nine chemically diverse model compounds. In general, spirocyclic iodonium ylides outperform the boronic esters.",

keywords = "Comparative studies, Isotopic labeling, Nucleophilic substitution, Spiro compounds, Ylides",

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AU - Petersen, Ida Nymann

AU - Kristensen, Jesper Langgaard

AU - Herth, Matthias Manfred

PY - 2017/1/18

Y1 - 2017/1/18

N2 - The field of labeling electron-rich aryl compounds with nucleophilic [18F]fluoride has recently expanded with radiofluorination strategies that apply boronic esters or spirocyclic iodonium ylides as precursors. Herein, we present a direct comparison of these strategies by using nine chemically diverse model compounds. In general, spirocyclic iodonium ylides outperform the boronic esters.

AB - The field of labeling electron-rich aryl compounds with nucleophilic [18F]fluoride has recently expanded with radiofluorination strategies that apply boronic esters or spirocyclic iodonium ylides as precursors. Herein, we present a direct comparison of these strategies by using nine chemically diverse model compounds. In general, spirocyclic iodonium ylides outperform the boronic esters.

KW - Comparative studies

KW - Isotopic labeling

KW - Nucleophilic substitution

KW - Spiro compounds

KW - Ylides

U2 - 10.1002/ejoc.201601448

DO - 10.1002/ejoc.201601448

M3 - Journal article

AN - SCOPUS:85010693212

SN - 1434-193X

VL - 2017

SP - 453

EP - 458

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 3

ER -

Nucleophilic 18F-Labeling of Spirocyclic Iodonium Ylide or Boronic Pinacol Ester Precursors - Advantages and Disadvantages

Abstract

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Nucleophilic ¹⁸F-Labeling of Spirocyclic Iodonium Ylide or Boronic Pinacol Ester Precursors - Advantages and Disadvantages