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Synthesis 2002(15): 2215-2219
DOI: 10.1055/s-2002-34839
PAPER
© Georg Thieme Verlag Stuttgart · New York

Electrooxidation of Malonate and Acetylacetate Derivatives in the Presence of Halide Ions

Mitsuhiro Okimoto*, Yukio Takahashi
Department of Applied Chemistry and Circumstance Engineering, Kitami Institute of Technology, Koen-cyo165 Kitami 090-8507, Japan
Fax: +81(0157)247719; e-Mail: oki@chem.kitami-it.ac.jp;
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Publication History

Received 21 May 2002
Publication Date:
21 October 2002 (online)

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Abstract

β-Dicarbonyl compounds, such as dimethyl malonate derivatives and methyl acetoacetate derivatives, were electrooxidized in methanol in the presence of halogen ions to afford the corresponding dimethyl α-halomalonates and methyl α-halocarboxylates. Electrooxidation of bis(β-dimethoxycarbonyl) derivatives similarly afforded cyclic compounds and dihalides.

Key words

cyclization - halogenation - electron transfer - halide - oxidation

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