Issue 5, 2008
From the journal:

Green Chemistry

Aqueous/organic cross coupling: Sustainable protocol for Sonogashira reactions of heterocycles†

Christoph A. Fleckensteina  and  Herbert Plenio*a  

* Corresponding authors

a Anorganische Chemie im Zintl-Institut, TU Darmstadt, Petersenstr. 18, Darmstadt, Germany
E-mail: plenio@tu-darmstadt.de

Abstract

The water soluble Pd complex of dicyclohexyl(2-sulfo-9-(3-(4-sulfophenyl)propyl)-9H-fluoren-9-yl)phosphine was used for an efficient copper free and sustainable reaction protocol for Sonogashira cross couplings. Using a water/ipropanol mixture as the solvent and K2CO3 as base, numerous heterocyclic and aryl bromides and chlorides were reacted with various acetylenes in near quantitative yield at 1 mol% catalyst loading and 90 °C.

Graphical abstract: Aqueous/organic cross coupling: Sustainable protocol for Sonogashira reactions of heterocycles

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Article information

DOI
https://doi.org/10.1039/B800154E
Article type
Paper
Submitted
07 Jan 2008
Accepted
13 Feb 2008
First published
11 Mar 2008

Green Chem., 2008,10, 563-570

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Aqueous/organic cross coupling: Sustainable protocol for Sonogashira reactions of heterocycles

C. A. Fleckenstein and H. Plenio, Green Chem., 2008, 10, 563 DOI: 10.1039/B800154E

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