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Molecules 2004, 9(11), 922-938; doi:10.3390/91100922
Article

Quantum Chemical and Experimental Studies on the Mechanism of Alkylation of β-Dicarbonyl Compounds. The Synthesis of Five and Six Membered Heterocyclic Spiro Derivatives

1, 1, 2,* , 3 and 4
Received: 5 March 2004 / Accepted: 24 June 2004 / Published: 30 November 2004
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Abstract

The alkylation of β-dicarbonyl compounds in a K2CO3/DMSO system wasfound to afford O- and C-alkylated derivatives, depending on the type of the β-dicarbonylcompound involved. The alkyl derivatives obtained were used in the synthesis of some newspiro barbituric acid derivatives. Quantum chemical calculations were carried out toelucidate the reaction mechanisms for some typical synthesis.
Keywords: Alkylation of β-dicarbonyl compounds; spiro derivatives of barbituric acid; 2-chloro-1-(2- chloroethoxy)ethane; theoretical studies. Alkylation of β-dicarbonyl compounds; spiro derivatives of barbituric acid; 2-chloro-1-(2- chloroethoxy)ethane; theoretical studies.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Sadikov, N.; Nasibov, S.; Ogretir, C.; Berber, H.; Hüseyinli, A. Quantum Chemical and Experimental Studies on the Mechanism of Alkylation of β-Dicarbonyl Compounds. The Synthesis of Five and Six Membered Heterocyclic Spiro Derivatives. Molecules 2004, 9, 922-938.

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