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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Microwave Irradiation as a Green Alternative to Phase Transfer Catalysis: Solid-Liquid Phase Alkylation of Active Methylene Containing Substrates Under Solvent-Free Conditions

Author(s): Gyorgy Keglevich, Katalin Majrik, Laszlo Vida and Istvan Greiner

Volume 5 , Issue 3 , 2008

Page: [224 - 228] Pages: 5

DOI: 10.2174/157017808783955754

Price: $65


An ecofriendly, microwave (MW) promoted and solventless method is described for the alkylation of diethyl malonate, ethyl acetoacetate and ethyl cyanoacetate by a variety of alkyl halides in the presence of K2CO3. In the solidliquid phase alkylation of active methylene containing substrates, it seems to be of general value that the phase-transfer catalyst, that is an onium salt in the present case, can be omitted and substituted by MW irradiation promoting the formation of the potassium salt of the substrate and its transfer to the organic phase. In certain cases, the use of triethylbenzylammonium chloride led to the formation of by-products under the conditions (∼160 ° C/∼12 bar) applied.

Keywords: Microwave synthesis, phase-transfer catalysis, solvent-free reaction, green-chemistry, C-alkylation

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