One-pot synthesis of diaryliodonium salts from arenes and aryl iodides with Oxone-sulfuric acid

Natalia Soldatova; Pavel Postnikov; Olga Kukurina; Viktor V. Zhdankin; Akira Yoshimura; Thomas Wirth; Mekhman S. Yusubov

doi:10.3762/bjoc.14.70

One-pot synthesis of diaryliodonium salts from arenes and aryl iodides with Oxone-sulfuric acid

Natalia Soldatova, Pavel Postnikov, Olga Kukurina, Viktor V. Zhdankin, Akira Yoshimura, Thomas Wirth, Mekhman S. Yusubov

Chemistry & Biochemistry

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23 Scopus citations

Abstract

A facile synthesis of diaryliodonium salts utilizing Oxone as versatile and cheap oxidant has been developed. This method shows wide applicability and can be used for the preparation of iodonium salts containing electron-donating or electron-withdrawing groups in good yields. In addition, this procedure can be applied to the preparation of symmetric iodonium salts directly from arenes via a one-pot iodination-oxidation sequence.

Original language	English (US)
Pages (from-to)	849-855
Number of pages	7
Journal	Beilstein Journal of Organic Chemistry
Volume	14
DOIs	https://doi.org/10.3762/bjoc.14.70
State	Published - Apr 12 2018

Bibliographical note

Funding Information:
This work was supported by the Russian Foundation for Basic Research (RFBR-mol_nr 17-33-50111), the Tomsk Polytechnic University Competitiveness Enhancement Program and the Royal Society (IE160304). We thank the EPSRC National Mass Spectrometry Facility, Swansea, for mass spectrometric data.

Publisher Copyright:
© 2018 Soldatova et al.

Keywords

Diaryliodonium salts
Iodine
Iodonium
Oxidation
Oxone

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abstract = "A facile synthesis of diaryliodonium salts utilizing Oxone as versatile and cheap oxidant has been developed. This method shows wide applicability and can be used for the preparation of iodonium salts containing electron-donating or electron-withdrawing groups in good yields. In addition, this procedure can be applied to the preparation of symmetric iodonium salts directly from arenes via a one-pot iodination-oxidation sequence.",

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AU - Soldatova, Natalia

AU - Postnikov, Pavel

AU - Kukurina, Olga

AU - Zhdankin, Viktor V.

AU - Yoshimura, Akira

AU - Wirth, Thomas

AU - Yusubov, Mekhman S.

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KW - Oxidation

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One-pot synthesis of diaryliodonium salts from arenes and aryl iodides with Oxone-sulfuric acid

Abstract

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Keywords

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