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

Author(s): Nurettin Sadikov | Sahin Nasibov | Cemil Ogretir | Halil Berber | Ali Hüseyinli

Journal: Molecules ISSN 1420-3049
Volume: 9; Issue: 11; Start page: 922; Date: 2004;
Original page

Keywords: Alkylation of β-dicarbonyl compounds | spiro derivatives of barbituric acid | 2-chloro-1-(2- chloroethoxy)ethane | theoretical studies.

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.