A general protocol for the efficient synthesis of polyarylated benzenes by multiple Suzuki-Miyaura reactions of polychlorinated benzenes

Sebastian Reimann; Peter Ehlers; Muhammad Sharif; Anke Spannenberg; Peter Langer

doi:10.1016/j.tet.2016.01.010

A general protocol for the efficient synthesis of polyarylated benzenes by multiple Suzuki-Miyaura reactions of polychlorinated benzenes

Sebastian Reimann
, Peter Ehlers
, Muhammad Sharif
, Anke Spannenberg
, Peter Langer^*

^*Corresponding author for this work

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

14 Scopus citations

Abstract

A general protocol for the highly efficient synthesis of polyarylated benzene derivatives by multiple Suzuki-Miyaura reactions of polychlorinated benzenes was developed. Using bulky and electron-rich phosphine ligands, up to quantitative yields of the desired compounds were achieved. Moreover, the reactions show good functional group tolerance and allow the employment of sterically demanding boronic acids.

Original language	English
Pages (from-to)	1083-1094
Number of pages	12
Journal	Tetrahedron
Volume	72
Issue number	8
DOIs	https://doi.org/10.1016/j.tet.2016.01.010
State	Published - 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2016 Elsevier Ltd. All rights reserved.

Keywords

Arenes
Catalysis
Chlorine
Cross-coupling
Palladium
Suzuki reaction

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2016.01.010

Cite this

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title = "A general protocol for the efficient synthesis of polyarylated benzenes by multiple Suzuki-Miyaura reactions of polychlorinated benzenes",

abstract = "A general protocol for the highly efficient synthesis of polyarylated benzene derivatives by multiple Suzuki-Miyaura reactions of polychlorinated benzenes was developed. Using bulky and electron-rich phosphine ligands, up to quantitative yields of the desired compounds were achieved. Moreover, the reactions show good functional group tolerance and allow the employment of sterically demanding boronic acids.",

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AU - Reimann, Sebastian

AU - Ehlers, Peter

AU - Sharif, Muhammad

AU - Spannenberg, Anke

AU - Langer, Peter

PY - 2016

Y1 - 2016

N2 - A general protocol for the highly efficient synthesis of polyarylated benzene derivatives by multiple Suzuki-Miyaura reactions of polychlorinated benzenes was developed. Using bulky and electron-rich phosphine ligands, up to quantitative yields of the desired compounds were achieved. Moreover, the reactions show good functional group tolerance and allow the employment of sterically demanding boronic acids.

AB - A general protocol for the highly efficient synthesis of polyarylated benzene derivatives by multiple Suzuki-Miyaura reactions of polychlorinated benzenes was developed. Using bulky and electron-rich phosphine ligands, up to quantitative yields of the desired compounds were achieved. Moreover, the reactions show good functional group tolerance and allow the employment of sterically demanding boronic acids.

KW - Arenes

KW - Catalysis

KW - Chlorine

KW - Cross-coupling

KW - Palladium

KW - Suzuki reaction

UR - https://www.scopus.com/pages/publications/84955502443

U2 - 10.1016/j.tet.2016.01.010

DO - 10.1016/j.tet.2016.01.010

M3 - Article

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ER -

A general protocol for the efficient synthesis of polyarylated benzenes by multiple Suzuki-Miyaura reactions of polychlorinated benzenes

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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