Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water

Ksenia V. Kutonova, Nicole Jung, Marina E. Trusova, Victor D. Filimonov, Pavel S. Postnikov, Stefan Bräse

Research output: Contribution to journal › Article

13 Citations (Scopus)

Abstract

A simple, convenient, and environment-friendly procedure for the preparation of substituted biaryls via Suzuki-Miyaura cross-coupling­ was developed. The use of arenediazonium tosylates and corresponding boron compounds allows a conversion in neat water in the presence of commercially available Pd(OAc)2 under mild conditions with tolerance to a wide range of functional groups. A procedure particularly useful for the synthesis of di-ortho-substituted biaryls was developed.

Original languageEnglish
Article numberss-2016-z0633-op
Pages (from-to)1680-1688
Number of pages9
JournalSynthesis (Germany)
Volume49
Issue number7
DOIs
Publication statusPublished - 1 Apr 2017

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Boron Compounds
Boron compounds
Functional groups
Water
palladium(II) acetate

Keywords

  • arenediazonium salts
  • arenediazonium tosylates
  • biphenyls
  • Suzuki-Miyaura reactions
  • water media

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water. / Kutonova, Ksenia V.; Jung, Nicole; Trusova, Marina E.; Filimonov, Victor D.; Postnikov, Pavel S.; Bräse, Stefan.

In: Synthesis (Germany), Vol. 49, No. 7, ss-2016-z0633-op, 01.04.2017, p. 1680-1688.

Research output: Contribution to journal › Article

Kutonova, KV, Jung, N, Trusova, ME, Filimonov, VD, Postnikov, PS & Bräse, S 2017, 'Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water', Synthesis (Germany), vol. 49, no. 7, ss-2016-z0633-op, pp. 1680-1688. https://doi.org/10.1055/s-0036-1588919
Kutonova KV, Jung N, Trusova ME, Filimonov VD, Postnikov PS, Bräse S. Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water. Synthesis (Germany). 2017 Apr 1;49(7):1680-1688. ss-2016-z0633-op. https://doi.org/10.1055/s-0036-1588919
Kutonova, Ksenia V. ; Jung, Nicole ; Trusova, Marina E. ; Filimonov, Victor D. ; Postnikov, Pavel S. ; Bräse, Stefan. / Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water. In: Synthesis (Germany). 2017 ; Vol. 49, No. 7. pp. 1680-1688.
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