Synthesis of 2-fluorobenzoic acids by nucleophilic fluorination of 1-arylbenziodoxolones

Anastasia V. Ozerskaya; Mariia S. Larkina; Ekaterina V. Podrezova; Dmitrii Yu Svitich; Roza Ya Yusubova; Viktor V. Zhdankin; Mekhman S. Yusubov

doi:10.24820/ark.5550190.p011.868

Synthesis of 2-fluorobenzoic acids by nucleophilic fluorination of 1-arylbenziodoxolones

Anastasia V. Ozerskaya, Mariia S. Larkina, Ekaterina V. Podrezova, Dmitrii Yu Svitich, Roza Ya Yusubova, Viktor V. Zhdankin, Mekhman S. Yusubov

Chemistry & Biochemistry

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

We report a facile, transition metal-free synthesis of fluorobenzoic acids by nucleophilic fluorination of readily available 1-arylbenziodoxolones using fluoride salts in polar aprotic solvents. This protocol was applied for the preparation of 2-[¹⁸F]-fluoro-5-nitrobenzoic acid, which is a potentially important radioligand for Positron Emission Tomography (PET).

Original language	English (US)
Pages (from-to)	108-125
Number of pages	18
Journal	Arkivoc
Volume	2022
Issue number	7
DOIs	https://doi.org/10.24820/ark.5550190.p011.868
State	Published - 2022

Bibliographical note

Funding Information:
This work was supported by the Russian Science Foundation (project No 21-73-20031).

Publisher Copyright:
© 2022 Arkat. All rights reserved.

Keywords

arylbenziodoxoles
fluorobenzoic acids
Hypervalent compounds
iodine
radiofluorination

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10.24820/ark.5550190.p011.868

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title = "Synthesis of 2-fluorobenzoic acids by nucleophilic fluorination of 1-arylbenziodoxolones",

abstract = "We report a facile, transition metal-free synthesis of fluorobenzoic acids by nucleophilic fluorination of readily available 1-arylbenziodoxolones using fluoride salts in polar aprotic solvents. This protocol was applied for the preparation of 2-[18F]-fluoro-5-nitrobenzoic acid, which is a potentially important radioligand for Positron Emission Tomography (PET).",

keywords = "arylbenziodoxoles, fluorobenzoic acids, Hypervalent compounds, iodine, radiofluorination",

author = "Ozerskaya, {Anastasia V.} and Larkina, {Mariia S.} and Podrezova, {Ekaterina V.} and Svitich, {Dmitrii Yu} and Yusubova, {Roza Ya} and Zhdankin, {Viktor V.} and Yusubov, {Mekhman S.}",

year = "2022",

doi = "10.24820/ark.5550190.p011.868",

language = "English (US)",

volume = "2022",

pages = "108--125",

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TY - JOUR

T1 - Synthesis of 2-fluorobenzoic acids by nucleophilic fluorination of 1-arylbenziodoxolones

AU - Ozerskaya, Anastasia V.

AU - Larkina, Mariia S.

AU - Podrezova, Ekaterina V.

AU - Svitich, Dmitrii Yu

AU - Yusubova, Roza Ya

AU - Zhdankin, Viktor V.

AU - Yusubov, Mekhman S.

PY - 2022

Y1 - 2022

N2 - We report a facile, transition metal-free synthesis of fluorobenzoic acids by nucleophilic fluorination of readily available 1-arylbenziodoxolones using fluoride salts in polar aprotic solvents. This protocol was applied for the preparation of 2-[18F]-fluoro-5-nitrobenzoic acid, which is a potentially important radioligand for Positron Emission Tomography (PET).

AB - We report a facile, transition metal-free synthesis of fluorobenzoic acids by nucleophilic fluorination of readily available 1-arylbenziodoxolones using fluoride salts in polar aprotic solvents. This protocol was applied for the preparation of 2-[18F]-fluoro-5-nitrobenzoic acid, which is a potentially important radioligand for Positron Emission Tomography (PET).

KW - arylbenziodoxoles

KW - fluorobenzoic acids

KW - Hypervalent compounds

KW - iodine

KW - radiofluorination

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U2 - 10.24820/ark.5550190.p011.868

DO - 10.24820/ark.5550190.p011.868

M3 - Article

AN - SCOPUS:85147181336

SN - 1551-7004

VL - 2022

SP - 108

EP - 125

JO - Arkivoc

JF - Arkivoc

IS - 7

ER -

Synthesis of 2-fluorobenzoic acids by nucleophilic fluorination of 1-arylbenziodoxolones

Abstract

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