Organocatalytic Electrochemical C–H Lactonization of Aromatic Carboxylic Acids

^§ These authors contributed equally.

Published as part of the Special Topic Modern Radical Methods and their Strategic Applications in Synthesis

Abstract

An electrochemical strategy has been developed for radical arene carbon–oxygen bond formation. This reaction utilizes DDQ as a redox mediator, with inexpensive glassy carbon electrodes to facilitate an intramolecular lactonization of biphenyl-2-carboxylic acid derivatives via aromatic carboxyl radical substitution to give 6H-benzo[c]chromen-6-ones.

Key words

electrochemical oxidation - aromatic radical substitution - lactonization - 6H-benzo[c]chromen-6-one - redox mediator

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