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

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 language	English
Article number	ss-2016-z0633-op
Pages (from-to)	1680-1688
Number of pages	9
Journal	Synthesis (Germany)
Volume	49
Issue number	7
DOIs	https://doi.org/10.1055/s-0036-1588919
Publication status	Published - 1 Apr 2017

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Keywords

arenediazonium salts
arenediazonium tosylates
biphenyls
Suzuki-Miyaura reactions
water media

ASJC Scopus subject areas

Catalysis
Organic Chemistry

Cite this

Kutonova, K. V., Jung, N., Trusova, M. E., Filimonov, V. D., Postnikov, P. S., & Bräse, S. (2017). Arenediazonium Tosylates (ADTs) as Efficient Reagents for Suzuki-Miyaura Cross-Coupling in Neat Water. Synthesis (Germany), 49(7), 1680-1688. [ss-2016-z0633-op]. https://doi.org/10.1055/s-0036-1588919

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AU - Filimonov, Victor D.

AU - Postnikov, Pavel S.

AU - Bräse, Stefan

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KW - water media

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Access to Document

10.1055/s-0036-1588919