Issue 8, 2011
From the journal:

Green Chemistry

Gluconic acid aqueous solution as a sustainable and recyclable promoting medium for organic reactions†

Binghua Zhou,a   Jie Yang,a   Minghao Lia  and  Yanlong Gu*ab  

* Corresponding authors

a Institute of Physical Chemistry and Industrial Catalysis, School of Chemistry and Chemical Engineering, Hubei Key Laboratory of Material Chemistry and Service Failure, Huazhong University of Science and Technology (HUST), 1037 Luoyu road, Hongshan District, Wuhan, China
E-mail: klgyl@hust.edu.cn
Fax: (0)86-(0)27-87 54 45 32

b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Lanzhou, China

Abstract

For the first time, gluconic acid aqueous solution (GAAS), a biobased weakly acidic liquid, was used as an effective promoting medium for organic reactions, such as the Michael addition of indoles to α,β-unsaturated ketones, the electrophilic ring-opening reaction of 3,4-dihydropyran with indoles and Friedel–Crafts alkylation of electron-rich aromatics with benzyl alcohols. The concept of using GAAS as a solvent for organic reactions not only offers a sustainable candidate for progress in solvent innovation, but also opens up a new avenue for the utilization of this biobased polyhydroxylated acid. Among the features that render GAAS as a solvent so interesting is the ability to act as both the reaction medium and catalyst. Moreover, this methodology offers significant improvements with regard to the yield of products, simplicity in operation, cost efficiency and green aspects, in terms of avoiding toxic catalysts and minimizing the generation of waste.

Graphical abstract: Gluconic acid aqueous solution as a sustainable and recyclable promoting medium for organic reactions

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Supplementary files

Article information

DOI
https://doi.org/10.1039/C1GC15411G
Article type
Paper
Submitted
14 Apr 2011
Accepted
19 May 2011
First published
08 Jul 2011

Green Chem., 2011,13, 2204-2211

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Gluconic acid aqueous solution as a sustainable and recyclable promoting medium for organic reactions

B. Zhou, J. Yang, M. Li and Y. Gu, Green Chem., 2011, 13, 2204 DOI: 10.1039/C1GC15411G

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