An Electrolytic System That Uses Solid‐Supported Bases for In Situ Generation of a Supporting Electrolyte from Acetic Acid Solvent

Abstract

Re‐usability is trumps: The electrolytic system presented here (see graphic) has been used for the anodic acetoxylation of various compounds to provide the corresponding acetoxylated products in good to excellent yields. The acetoxylated products and the solid‐supported bases can easily be separated by filtration, and the separated solid‐supported bases can be re‐used many times.

Electrons as a Reagent in Solid‐Phase Organic Synthesis

“…In the meantime, Fuchigami et al have successfully applied this concept for the anodic acetoxylation of organic compounds [37] and the Kolbe electrolysis of carboxylic acids. [38] Indirect Electroorganic Synthesis on a Solid Phase Although the above strategies represent ingenious solutions to important problems in electroorganic synthesis, a different approach has to be sought for the implementation of electrochemical methods on a solid phase.…”

Polymer‐Supported Organosuperbases

“…For other works on the use of poly(aminophosphazene) catalysts or mesoporous silicasupported TBD reagents, only references are shown for convenience [87,88].…”

Anodic oxidation of alkane carboxylates and perfluoroalkane carboxylates at platinum and graphite anodes: product selectivity and mechanistic aspects

“…Graphite, on the other hand, favors a two-electron transfer to give a cationic derived product which is due to strong adsorption of free radical formed and thus promote further oxidation to carbonium ion [8]. T. Tajima et al have recently developed a novel electrolytic system for successful application in Kolbe and non-Kolbe reactions using easily separable and reusable solid-supported bases [1,[9][10][11][12][13]. Trifluoromethylated organofluorine compounds have attracted increased attention for medicinal and agricultural applications.…”