Electrochemical Access to Functionalized Benzofurans via Versatile Radical-Polar Crossover Carbo-Cyclizations
Kairui Liu1, Xiaoxiao Sun1, Liji Gu1
1College of Chemistry and Materials Science, Zhejiang Normal University, Jinhua 321004, China.
Abstract:
Highly functionalized benzofurans represent omnipresent biorelevant compounds of practical importance in the pharmaceutical industry and material sciences. Electrochemistry provides a platform for enabling redox-neutral transformations via single-electron transfer (SET), analogous to visible-light photocatalysis, while eliminating the need for costly photocatalysts and offering inherent tunability through adjustable redox potentials. Herein, we report a radical-polar crossover for isohypsic electrosynthesis to access functionalized benzofurans in a resource-economical manner. Thus, easily accessible alkenyl-tethered arenediazonium salts were converted with the aid of soft Lewis bases after intramolecular radical carbo-cyclization. A broad scope of substrates, including a variety of otherwise sensitive different substituents, proved to be viable.
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