2014
DOI: 10.1246/cl.140046
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Sequential Paired Electrosynthesis of a Diaryl Ether Derivative Using an Electrochemical Microreactor

Abstract: A paired electrosynthetic conversion of a phenol to a diaryl ether derivative by using an electrochemical microreactor has been demonstrated. Sequential anodic C–O coupling reaction of phenol 1 to dienone aryl ether 2 and following reduction of 2 took place to give diaryl ether derivative 3 selectively by simply passing an electrolytic solution through the electrochemical microreactor.

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Cited by 26 publications
(21 citation statements)
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“…Additional electrochemical oxidation manifolds that have been explored include epoxidation as well as oxidation of thioethers and sulfides, features that were exploited in the synthesis of indinavir, generation of ortho ‐quinone methides and preparation of macrocyclic peptides (Scheme ), respectively. Furthermore, sequential anodic and cathodic manifolds were employed as key steps in Nishiyama's synthesis of O ‐methylthalibrine …”
Section: Anodic Oxidationmentioning
confidence: 99%
“…Additional electrochemical oxidation manifolds that have been explored include epoxidation as well as oxidation of thioethers and sulfides, features that were exploited in the synthesis of indinavir, generation of ortho ‐quinone methides and preparation of macrocyclic peptides (Scheme ), respectively. Furthermore, sequential anodic and cathodic manifolds were employed as key steps in Nishiyama's synthesis of O ‐methylthalibrine …”
Section: Anodic Oxidationmentioning
confidence: 99%
“…In the case of homogeneous reactions between two shortlived intermediates, microflow systems [4,133,134] and interdigitated band electrode arrays (IBEA) with narrow interelectrode gaps (i.e., 0.25 -1 mm) that allow an overlap of the cathodic and anodic diffusion layers have been used [2,127,135]. These offer low ohmic losses, enhanced mass transfer, and much higher efficiencies than, for example, parallel plate electrode configurations [127].…”
Section: 6mentioning
confidence: 99%
“…In the case of homogeneous reactions between two shortlived intermediates, microflow systems [4,133,134] and interdigitated band electrode arrays (IBEA) with narrow interelectrode gaps (i.e., 0.25 -1 mm) that allow an overlap of the cathodic and anodic diffusion layers have been used [2,127,135]. These offer low ohmic losses, enhanced mass transfer, and much higher efficiencies than, for example, parallel plate electrode configurations [127].…”
Section: 6mentioning
confidence: 99%