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Synthesis 2013; 45(11): 1475-1482
DOI: 10.1055/s-0033-1338437
DOI: 10.1055/s-0033-1338437
paper
New Efficient Ligand-Free, Copper Nanoparticle Catalyzed Coupling Reactions of Aryl Halides with Diethyl Malonate to Produce α-Arylation of Malonates
Further Information
Publication History
Received: 15 January 2013
Accepted after revision: 02 April 2013
Publication Date:
29 April 2013 (online)
Abstract
Recently synthesized copper nanoparticles (Cu NP) were used to catalyze coupling of aryl halides with diethyl malonates to produce α-aryl malonates. Synthetic conditions, including solvents, relative amounts of reactants, catalyst, and temperature, etc. have been varied to obtain optimum conditions for such reactions using Cu NP. Unlike well-known cases, the present protocol developed here, with Cu NP, leads to synthesis of a wide variety of products under not very extreme conditions.
Key words
copper nanoparticles - aryl halides - diethyl malonate - α-aryl malonates - Ullmann couplingSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis. Included are spectra for all compounds including 1H NMR, 13C NMR, LCMS, EI-MS, and the table containing undesirable conditions for Cu NP-catalyzed coupling of 1-iodo-4-methoxybenzene with diethyl malonate.
- Supporting Information
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Polymastiamide A:
Chloropeptin I and II:
Vulculic acid:
For reviews, see:
For related studies, see: