文档介绍：anic Synthesis, 2004, 1, 233-251 233
Electrochemical Reactions as an Efficient Methodology for the Synthesis of
pounds
Mitsuhiro Okimoto* and Yukio Takahashi
Department of Applied and Environmental Chemistry, Kitami Institute of Technology, Koen-cyo165 Kitami
Hokkaido 090-8507, Japan
Abstract: The syntheses of a variety pounds, with a particular emphasis on nitrogen-containing
substrates, with the use of simple electrochemical methods are illustrated. Electrochemical methods allow for
the formation of useful and/or pounds under mild conditions, and involving electrons
transfer without the use of any oxidizing or reducing reagents.
Keywords: Electrolysis, oxidation, reduction, hydrazone, enamine, cyanation, hydrogenation, cyclization.
1. INTRODUCTION 20V are sufficient for preparative examination in laboratory
The earliest examination of a essful electrochemical scale). The reactions can be initiated by simple insertion of
two electrodes (anode and cathode) into the reaction mixture
reaction from the viewpoint anic synthesis can be
found in literature in 1849, which is known as the Kolbe in an electrolysis cell (typically, a tall 50- or 100-mL
reaction where dimerized aliphatic carboxylic acids were beaker). Moreover, pletion of the electrolysis, the
obtained by electrochemical oxidation of aliphatic carboxylic work-up of the reaction mixture follows typical procedures.
acids (Scheme 1) [1]. The simplicity in controlling the reaction can also be
considered as one of the advanced features of the
Oxidation electrochemical method, namely the reaction can be started
2 HOOC-(CH2)n-COOCH3 CH3O2C-(CH2 )2n-C OOCH 3 and terminated by turning the power supply on and off,
respectively. To date, numerous electrochemical preparations
Scheme 1. pounds have been developed that are, not
To date, anic chemistry is generally unfamiliar only limited on the laboratory scale, but on the industrial
to chemists in the field anic synthesis. The primary sca