An Easy‐to‐Machine Electrochemical Flow Microreactor: Efficient Synthesis of Isoindolinone and Flow Functionalization

Abstract

Flow electrochemistry is an efficient methodology to generate radical intermediates. An electrochemical flow microreactor has been designed and manufactured to improve the efficiency of electrochemical flow reactions. With this device only little or no supporting electrolytes are needed, making processes less costly and enabling easier purification. This is demonstrated by the facile synthesis of amidyl radicals used in intramolecular hydroaminations to produce isoindolinones. The combination with inline mass spectrometry facilitates a much easier combination of chemical steps in a single flow process.

Continuous‐Flow Electrosynthesis of Benzofused S‐Heterocycles by Dehydrogenative C−S Cross‐Coupling

“…[9] In addition, we and others have reported electrochemical intramolecular dehydrogenative C À Sbond-formation reactions for the synthesis of benzothia-zoles. [11,12] However,a pplications of this enabling technology in the discovery of new reactions remain rare.I n collaborative effort with the group of Wirth, we have achieved the continuous-flow electrochemical synthesis of benzothiazoles under catalyst and supporting electrolyte free conditions. Electrochemical synthesis using microflow cells provide several advantages over traditional batch reactors including alarge ratio of electrode surface to reactor volume,e fficient mass transfer,reduction in use of supporting electrolyte,and easy scale-up.…”

Electrocatalytic Oxidative Transformation of Organic Acids for Carbon–Heteroatom and Sulfur–Heteroatom Bond Formation

“…It is well established that the electrolysis of a thiocarboxylic acid can generate the corresponding sulfur‐centered radical. In 2017, Wirth and co‐workers reported an example of the electrochemical addition of thioacetic acid to phenyl acetylene by using an electrochemical flow reactor without supporting electrolyte (Scheme ) . The thioacetyl radical is stable and adds to phenyl acetylene smoothly to afford thioester.…”

Tapping Renewables: A New Dawn for Organic Electrosynthesis in Aqueous Reaction Media

“…Here, the number of electrons per reaction, optimum reaction conditions as well as the reaction kinetics of the electrode reactions might differ. This calls for flow‐reactors allowing to feed anode and cathode compartment independently and thereby balancing the electric current of the overall process while assuring high(est) performance of the individual electrode reaction …”