Issue 4, 2010
From the journal:

Green Chemistry

Sonogashira coupling reactions in biodegradable ionic liquids derived from nicotinic acid†

Jitendra R. Harjani,a   Theodore J. Abraham,ab   Alwyn T. Gomez,b   M. Teresa Garcia,c   Robert D. Singer*b  and  Peter J. Scammells*a  

* Corresponding authors

a Medicinal Chemistry and Drug Action, Monash Institute of Pharmaceutical Sciences, Monash University, Parkville, Victoria, Australia
E-mail: peter.scammells@pharm.monash.edu.au
Fax: +61 3 99039582
Tel: +61 3 9903 9542

b Department of Chemistry, Saint Mary's University, Halifax, Nova Scotia, Canada
E-mail: robert.singer@smu.ca
Fax: +1 902 496 8104
Tel: +1 902 496 8189

c Department of Surfactant Technology, IQAC-CSIC, Jordi Girona 18-26, Spain
E-mail: mtgbet@iiqab.csic.es
Fax: +34 93 204 5904
Tel: +34 93 400 6100

Abstract

The biodegradable ionic liquids, 3-butoxycarbonyl-1-methylpyridinium bis(trifluoromethanesulfonyl)imides (1a–d), have been evaluated as solvents for copper- and phosphine-free Sonogashira coupling reactions. The stability of these ionic liquids toward basic conditions was analysed in order to further probe their utility for transition metal catalyzed reactions which require the presence of a base.

Graphical abstract: Sonogashira coupling reactions in biodegradable ionic liquids derived from nicotinic acid

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Article information

DOI
https://doi.org/10.1039/B919394D
Article type
Paper
Submitted
17 Sep 2009
Accepted
11 Jan 2010
First published
10 Feb 2010

Green Chem., 2010,12, 650-655

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Sonogashira coupling reactions in biodegradable ionic liquids derived from nicotinic acid

J. R. Harjani, T. J. Abraham, A. T. Gomez, M. T. Garcia, R. D. Singer and P. J. Scammells, Green Chem., 2010, 12, 650 DOI: 10.1039/B919394D

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