Beilstein J. Org. Chem.2022,18, 979–990, doi:10.3762/bjoc.18.98
used as organocatalyst in two classical umpolung reactions of cinnamaldehyde: its cyclodimerization and its oxidative esterification.
Keywords: Breslow intermediate; cathodic reduction; flowelectrochemistry; N-heterocyclic carbene; oxidative esterification; Introduction
Ionic liquids (ILs) are well
as slow rates of conversion, low selectivity and reproducibility [26]. As a matter of fact, these problems can be addressed by using flowelectrochemistry, usually achieving higher rates of conversion of reagents to products [27]. Moreover, electrochemical flow cells can have a very small gap between
the electrodes so that lower concentrations of supporting electrolytes are needed to provide sufficient conductivity [28]. Applications of flowelectrochemistry reported in the literature are mainly devoted to anodic oxidations, carried out in undivided cells, in which the counter electrode reaction
Beilstein J. Org. Chem.2014,10, 3056–3072, doi:10.3762/bjoc.10.323
].
Examples of Phe7–Phe8 mimics prepared using an electrochemical approach [93].
Preparation of arginine mimics employing an electrooxidation step [96].
Preparation of chiral cyclic amino acids [20].
Two-step preparation of Nazlinine 117 using Shono flowelectrochemistry [101].
Acknowledgements
The authors
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Graphical Abstract
Scheme 1:
Application of anodic oxidation to the generation of new carbon-carbon bonds [11].