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Issue 2, 2015
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γ-Valerolactone as an alternative biomass-derived medium for the Sonogashira reaction

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Abstract

γ-Valerolactone (GVL) can be used as an efficient and practical alternative to the banned and commonly used dipolar aprotic solvents. In this contribution GVL has been used as a non-toxic, biodegradable, biomass-derived medium, for the definition of a simple and general protocol for the Sonogashira cross-coupling reaction. The chemical efficiency of GVL as a medium is excellent and the best results have been obtained using DABCO as the base allowing the isolation of products 3a–q in 60–96% yields. These results represent an example which proves that biomass-derived safer solvents can be used efficiently in common transformations reaching higher greenness/sustainability as well as high chemical efficiency.

Graphical abstract: γ-Valerolactone as an alternative biomass-derived medium for the Sonogashira reaction

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Supplementary files

Article information


Submitted
05 Sep 2014
Accepted
28 Oct 2014
First published
28 Oct 2014

Green Chem., 2015,17, 1071-1076
Article type
Paper
Author version available

γ-Valerolactone as an alternative biomass-derived medium for the Sonogashira reaction

G. Strappaveccia, L. Luciani, E. Bartollini, A. Marrocchi, F. Pizzo and L. Vaccaro, Green Chem., 2015, 17, 1071
DOI: 10.1039/C4GC01728E

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